Product Name

  • Name

    4-Methoxyphenylacetic acid

  • EINECS 203-166-4
  • CAS No. 104-01-8
  • Article Data172
  • CAS DataBase
  • Density 1.179 g/cm3
  • Solubility 6 g/L (20 °C) in water
  • Melting Point 84-86 °C(lit.)
  • Formula C9H10O3
  • Boiling Point 306 °C at 760 mmHg
  • Molecular Weight 166.177
  • Flash Point 124.3 °C
  • Transport Information
  • Appearance white to light yellow crystalline powder
  • Safety 26-36
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 104-01-8 (4-Methoxyphenylacetic acid)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Aceticacid, (p-methoxyphenyl)- (6CI,7CI,8CI);(4-Methoxyphenyl)acetic acid;(p-Methoxyphenyl)acetic acid;2-(4-Methoxyphenyl)acetic acid;2-(p-Anisyl)aceticacid;2-(p-Methoxyphenyl)acetic acid;4-Methoxybenzeneacetic acid;Homoanisicacid;NSC 27799;NSC 65597;p-Anisylacetic acid;
  • PSA 46.53000
  • LogP 1.32230

Synthetic route

2-(4-Methoxyphenyl)ethanol
702-23-8

2-(4-Methoxyphenyl)ethanol

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite In acetonitrile at 35℃; pH 6.7;100%
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; water; acetonitrile at 35℃; pH=6.7; Reagent/catalyst; Green chemistry;100%
With periodic acid; pyridinium chlorochromate In acetonitrile99%
4-Methoxymandelic acid
20714-90-3

4-Methoxymandelic acid

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride; palladium on activated charcoal; hydrogen; acetic acid at 60℃; for 2h; Reagent/catalyst; Temperature;99.1%
2-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)ethan-1-one
123902-08-9

2-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)ethan-1-one

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 36h; Heating;99%
4-methoxysalicylaldehyde
52289-54-0

4-methoxysalicylaldehyde

ethylene glycol
107-21-1

ethylene glycol

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: 4-methoxysalicylaldehyde; ethylene glycol With sodium nitrate; aluminum isopropoxide at 47℃; for 1.5h;
Stage #2: With cobalt(II) chloride at 56℃; for 3h; Temperature;		98.9%
N-[(E)-1-Cyano-2-(4-methoxy-phenyl)-vinyl]-4,N-dimethyl-benzamide
89244-17-7, 89244-18-8

N-[(E)-1-Cyano-2-(4-methoxy-phenyl)-vinyl]-4,N-dimethyl-benzamide

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 6h; Heating;96%
p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

butan-1-ol
71-36-3

butan-1-ol

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: butan-1-ol With cobalt(II) sulfate at 80℃; under 3750.38 Torr; for 4h; Autoclave;
Stage #2: p-methoxybenzyl chloride With sodium hydroxide In water at 80℃; under 3750.38 Torr; for 24h; Concentration; Pressure; Temperature; Autoclave;		93.6%
4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide for 2h; Heating;93%
With sodium hydroxide In methanol for 4h; Ambient temperature;92%
With potassium carbonate; thiophenol In 1-methyl-pyrrolidin-2-one at 190℃; for 0.166667h; Substitution;80%
(4-methoxy-phenyl)-acetic acid-(4-nitro-benzyl ester)
133430-48-5

(4-methoxy-phenyl)-acetic acid-(4-nitro-benzyl ester)

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With zinc In tetrahydrofuran for 3.5h; Ambient temperature;93%
92.6%
ethyl p-methoxyphenylacetate
14062-18-1

ethyl p-methoxyphenylacetate

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 4h; Ambient temperature;92%
With water; sodium hydroxide In 1,4-dioxane at 60℃; for 2h; pH=10 - 14;91%
Stage #1: ethyl p-methoxyphenylacetate With water; sodium hydroxide In methanol at 20℃; for 1h;
Stage #2: With hydrogenchloride In water		67%
With potassium hydroxide
2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol
14337-31-6

2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol With sodium tetrahydroborate; diphenyl diselenide In ethanol Inert atmosphere;
Stage #2: With sodium hydroxide In ethanol at 40℃; Inert atmosphere;		92%
(E)-2-Amino-3-(4-methoxy-phenyl)-acrylonitrile
154199-04-9

(E)-2-Amino-3-(4-methoxy-phenyl)-acrylonitrile

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1.5h; Ambient temperature;90%
p-methoxybenzoylformic acid
7099-91-4

p-methoxybenzoylformic acid

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: p-methoxybenzoylformic acid With sodium iodide In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With chloro-trimethyl-silane In dichloromethane at 20℃; for 2h; Inert atmosphere; regioselective reaction;		90%
α-(N-Methylanilino)-p-methoxycinnamonitrile
91668-55-2

α-(N-Methylanilino)-p-methoxycinnamonitrile

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 8h; Heating;89%
p-methoxybenzylnitrile
104-47-2

p-methoxybenzylnitrile

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol Reflux;87.1%
With potassium phosphate buffer at 30℃; for 19h; Rhodococcus sp. AJ270 cells;85.5%
With potassium hydroxide
2-diazo-1-(4-methoxyphenyl)ethanone
6832-17-3

2-diazo-1-(4-methoxyphenyl)ethanone

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With lithium perchlorate; silver; silver(l) oxide In water; acetonitrile at 26.85℃; Wolff rearrangement; Electrochemical reaction;87%
With lithium perchlorate In acetonitrile at 26.85℃; Wolff rearrangement; Electrochemical reaction;86%
1-(2,2-dibromovinyl)-4-methoxybenzene
60512-57-4

1-(2,2-dibromovinyl)-4-methoxybenzene

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With PEG-400; sodium hydroxide; bis[1,2-bis(diphenylphosphino)ethane]palladium(0) In dichloromethane at 60 - 65℃; for 17h;85%
With triethylsilane; cyclohexa-1,4-diene; water; oxygen; cobalt acetylacetonate In tetrahydrofuran; nonane at 24℃; under 760.051 Torr; for 12h; Reagent/catalyst;71%
4-methoxy-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)phenylglycinonitrile

4-methoxy-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)phenylglycinonitrile

A

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

B

N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)amine
888963-33-5

N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)amine

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In dichloromethane; water at 20℃; for 2h;A 85%
B n/a
4-Methylanisole
104-93-8

4-Methylanisole

carbon dioxide
124-38-9

carbon dioxide

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With bis(2-pyridyl)methane; xanth-9-one; nickel(II) chloride hexahydrate; potassium tert-butylate In benzene at 20℃; under 760.051 Torr; for 4h; Reagent/catalyst; Irradiation; Schlenk technique;84%
2-(4-methoxyphenyl)-2-((4-methylphenyl)sulfonamido)acetic acid

2-(4-methoxyphenyl)-2-((4-methylphenyl)sulfonamido)acetic acid

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; trifluoroacetic acid In dichloromethane at 15 - 25℃;83%
4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With 4-methylpyridine-1-oxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; water; P(p-C6H4F)3 In acetonitrile at 60℃; for 8h; chemoselective reaction;82%
Stage #1: 4-methoxyphenylacetylen With 1-methyl-pyrrolidin-2-one; C17H11ClF6N2Ru(1+) In water at 25℃; for 24h; Inert atmosphere;
Stage #2: With [bis(acetoxy)iodo]benzene at 25℃; for 1h;		82%
Multi-step reaction with 3 steps
1: (i) NaNH2, (ii) sulfur, (iii) /BRN= 969135/
2: HgO, aq. H2SO4
3: aq. H2SO4 / Heating
View Scheme
Stage #1: 4-methoxyphenylacetylen With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 2h;
Stage #3: With oxone In acetone at 50℃; for 12h;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: oxone||potassium monopersulfate triple salt; water / acetone / 12 h / 50 °C / Inert atmosphere
View Scheme
carbon dioxide
124-38-9

carbon dioxide

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice;80%
4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

dimethyl sulfate
77-78-1

dimethyl sulfate

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 40 - 45℃; for 12h;76%
With sodium hydroxide
Stage #1: 4-hydroxyphenylacetate; dimethyl sulfate With sodium hydroxide In methanol; water at 20℃;
Stage #2: With hydrogenchloride In methanol; water pH=2 - 3;
carbon monoxide
201230-82-2

carbon monoxide

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With palladium hydroxide, 20 wt% on carbon; tetrabutylammomium bromide; water In tetrahydrofuran at 110℃; under 7500.75 Torr; for 4h; Sealed tube; Autoclave;76%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
In methanol75%
...Expand
formic acid
64-18-6

formic acid

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; palladium diacetate In N,N-dimethyl-formamide at 115℃; for 12h; Inert atmosphere;73%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: 4-methoxy-benzaldehyde With tetrabutylammomium bromide; water; sodium hydroxide In chloroform at 60℃; for 4.5h; Inert atmosphere;
Stage #2: With hydrogenchloride; tin(II) chloride dihdyrate at 80℃; for 3h;		71%
Multi-step reaction with 2 steps
1: 89 percent / KH / tetrahydrofuran / 5 h / Ambient temperature
2: 89 percent / 10percent aq. HCl / tetrahydrofuran / 8 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: potassium cyanide; aqueous hydrochloric acid / Einleiten von Chlorwasserstoff in eine methanol. Loesung des erhaltenen Nitrils und Behandeln des danach isolierten Reaktionsprodukts mit Wasser
2: palladium; hydrogen bromide / Hydrogenation.Behandlung des Reaktionsprodukts mit heisser wss. Natronlauge
View Scheme
Multi-step reaction with 2 steps
1: triphenylphosphine / dichloromethane / 4 h / 0 °C
2: cobalt acetylacetonate; cyclohexa-1,4-diene; triethylsilane; oxygen; water / tetrahydrofuran; nonane / 12 h / 24 °C / 760.05 Torr
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide / tetrahydrofuran / 10 h / 20 °C / Green chemistry
2: boron trifluoride diethyl etherate; water / 1,4-dioxane / 0.5 h / 175 °C / Microwave irradiation; Green chemistry
View Scheme
carbon dioxide
124-38-9

carbon dioxide

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); C15H27P*(x)BF4*H(1+); magnesium chloride; zinc In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; Schlenk technique;70%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; manganese; palladium diacetate; magnesium chloride In N,N-dimethyl-formamide under 760.051 Torr; for 12h; Inert atmosphere; Schlenk technique;68%
With samarium; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; under 760.051 Torr; for 2h; Electrochemical reaction; Cooling with ice;50%
With magnesium 1.) THF, 20 deg C, 30 min, 2.) THF, from 10 deg C to 25 deg C, 1.5 h; Yield given. Multistep reaction;
Stage #1: p-methoxybenzyl chloride With magnesium; lithium chloride; zinc(II) chloride In tetrahydrofuran at 25℃; for 2h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran at 25℃; for 2h;		326 mg
2-(4-methoxyphenyl)acetophenone
24845-40-7

2-(4-methoxyphenyl)acetophenone

A

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

B

4-methoxybenzil
22711-21-3

4-methoxybenzil

Conditions
ConditionsYield
With oxygen; copper diacetate; triphenylphosphine In o-xylene at 100℃; for 4h; Reagent/catalyst; Temperature; Time;A 70%
B 24%
With oxygen; copper dichloride In o-xylene at 130℃; for 5.5h; Time; Reagent/catalyst;A 8%
B 50%
carbon dioxide
124-38-9

carbon dioxide

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

A

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

B

4-Methylanisole
104-93-8

4-Methylanisole

Conditions
ConditionsYield
With salcomine; tetrabutylammonium perchlorate; water In acetonitrile at 25℃; electrochemical reaction;A 8.2%
B 64%
With salcomine; tetrabutylammonium perchlorate In acetonitrile at 25℃; electrochemical reaction;A 38%
B 37.6%
With tetraethylammonium perchlorate In acetonitrile at 25℃; Electrochemical reaction;
...Expand
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

4-methoxyphenyl-acetic chloride
4693-91-8

4-methoxyphenyl-acetic chloride

Conditions
ConditionsYield
With thionyl chloride In toluene Heating;100%
With thionyl chloride In dichloromethane100%
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 23℃;100%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

phenethylamine
64-04-0

phenethylamine

2-(4-methoxyphenyl)-N-(2-phenylethyl)acetamide
83304-16-9

2-(4-methoxyphenyl)-N-(2-phenylethyl)acetamide

Conditions
ConditionsYield
With 4-methyl-morpholine; triazine-type dehydrocondensing polymer In dichloromethane at 20℃; for 19h;100%
With 4-methyl-morpholine; polymeric triazine reagent In dichloromethane at 20℃; for 19h;100%
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
methanol
67-56-1

methanol

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride for 1h; Heating;100%
With hydrogenchloride for 3h; Heating;100%
With thionyl chloride at 0 - 20℃; for 1.5h;99%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

2-(4-Methoxyphenyl)ethanol
702-23-8

2-(4-Methoxyphenyl)ethanol

Conditions
ConditionsYield
With borane In tetrahydrofuran Ambient temperature;100%
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃;98.3%
With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; UV-irradiation; chemoselective reaction;95%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

allyl bromide
106-95-6

allyl bromide

2-(4-methoxyphenyl)-4-pentenoic acid
51230-91-2

2-(4-methoxyphenyl)-4-pentenoic acid

Conditions
ConditionsYield
Stage #1: 4-Methoxyphenylacetic acid With ethylmagnesium chloride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #2: allyl bromide In tetrahydrofuran at 20℃; for 0.5h; Reagent/catalyst; Temperature; Inert atmosphere;		100%
Stage #1: 4-Methoxyphenylacetic acid With sodium hydride In tetrahydrofuran for 2h; Heating / reflux;
Stage #2: With lithium diisopropyl amide In tetrahydrofuran at 10 - 20℃; for 2h;
Stage #3: allyl bromide In tetrahydrofuran at 20 - 45℃;		93%
With n-butyllithium 1.) a) THF, 0 deg C, 1 h, b) RT, 2 h, 2.) a) THF, HMPA, 0 deg C, 1 h, b) RT, 4 h; Yield given. Multistep reaction;
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium 1.) THF, 2.) THF, from 0 deg C to RT, 5 h; Yield given. Multistep reaction;
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(S)-[1,1']-binaphthalenyl-2,2'-diol
18531-99-2

(S)-[1,1']-binaphthalenyl-2,2'-diol

4-Methoxyphenylacetic acid (S)-(-)-2'-hydroxy-1,1'-binaphthyl-2-yl ester
124931-82-4, 132353-54-9

4-Methoxyphenylacetic acid (S)-(-)-2'-hydroxy-1,1'-binaphthyl-2-yl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 4h; Ambient temperature;100%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

2,4-dimethoxylbenzyl alcohol
7314-44-5

2,4-dimethoxylbenzyl alcohol

2,4-dimethoxybenzyl 4-methoxyphenylacetate
258875-95-5

2,4-dimethoxybenzyl 4-methoxyphenylacetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Esterification;100%
phenylacetic acid
103-82-2

phenylacetic acid

3-dimethylamino-1-(4-methylphenyl)propanamine
917351-49-6

3-dimethylamino-1-(4-methylphenyl)propanamine

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-(4-methoxyphenyl)propanoic acid
1929-29-9

3-(4-methoxyphenyl)propanoic acid

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

4-Trifluoromethylphenylacetic acid
32857-62-8

4-Trifluoromethylphenylacetic acid

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid
2062-26-2, 87212-84-8, 16642-92-5

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid

3-(4-trifluoromethylphenyl)propionic acid
53473-36-2

3-(4-trifluoromethylphenyl)propionic acid

phenylpropyolic acid
637-44-5

phenylpropyolic acid

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

N-[3-dimethylamino-1-(4-methylphenyl)propyl]cinnamic amide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]cinnamic amide

B

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropiolic amide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropiolic amide

C

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-phenylacetamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-phenylacetamide

D

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

E

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-methoxyphenyl)acetamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-2-(4-methoxyphenyl)acetamide

F

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropionamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-phenylpropionamide

G

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

H

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-methoxyphenyl)propionamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-3-(4-methoxyphenyl)propionamide

I

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-(trifluoromethyl)cinnamamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-(trifluoromethyl)cinnamamide

J

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-methoxycinnamamide

N-[3-dimethylamino-1-(4-methylphenyl)propyl]-4-methoxycinnamamide

Conditions
ConditionsYield
With polyvinylpyridine polymer-supported dimethylaminopyridine; PS-carbodiimide In dichloromethane at 20℃; for 96h; Polystyrene;A 100%
B 100%
C 93%
D 98%
E 93%
F 96%
G 78%
H 98%
I 56%
J 87%
...Expand
phenylacetic acid
103-82-2

phenylacetic acid

3-dimethylamino-1-(2-naphthyl)propanamine
917351-50-9

3-dimethylamino-1-(2-naphthyl)propanamine

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-(4-methoxyphenyl)propanoic acid
1929-29-9

3-(4-methoxyphenyl)propanoic acid

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

4-Trifluoromethylphenylacetic acid
32857-62-8

4-Trifluoromethylphenylacetic acid

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid
2062-26-2, 87212-84-8, 16642-92-5

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid

3-(4-trifluoromethylphenyl)propionic acid
53473-36-2

3-(4-trifluoromethylphenyl)propionic acid

phenylpropyolic acid
637-44-5

phenylpropyolic acid

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-trifluoromethylphenyl)acetamide

B

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-methoxyphenyl)acetamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-(4-methoxyphenyl)acetamide

C

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-phenylacetamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-2-phenylacetamide

D

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropionamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropionamide

E

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-trifluoromethylphenyl)propionamide

F

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-methoxyphenyl)propionamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-(4-methoxyphenyl)propionamide

G

N-[3-dimethylamino-1-(2-naphthyl)propyl]cinnamamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]cinnamamide

H

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-(trifluoromethyl)cinnamamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-(trifluoromethyl)cinnamamide

I

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-methoxycinnamamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-methoxycinnamamide

J

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropiolamide

N-[3-dimethylamino-1-(2-naphthyl)propyl]-3-phenylpropiolamide

Conditions
ConditionsYield
With polyvinylpyridine polymer-supported dimethylaminopyridine; PS-carbodiimide In dichloromethane at 20℃; for 96h; Polystyrene;A 88%
B 79%
C 67%
D 66%
E 84%
F 94%
G 76%
H 100%
I 100%
J 100%
...Expand
1-(4-chlorophenyl)-N3,N3-dimethylpropane-1,3-diamine
885672-69-5

1-(4-chlorophenyl)-N3,N3-dimethylpropane-1,3-diamine

phenylacetic acid
103-82-2

phenylacetic acid

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

3-(4-methoxyphenyl)propanoic acid
1929-29-9

3-(4-methoxyphenyl)propanoic acid

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

4-Trifluoromethylphenylacetic acid
32857-62-8

4-Trifluoromethylphenylacetic acid

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid
2062-26-2, 87212-84-8, 16642-92-5

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid

3-(4-trifluoromethylphenyl)propionic acid
53473-36-2

3-(4-trifluoromethylphenyl)propionic acid

phenylpropyolic acid
637-44-5

phenylpropyolic acid

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-phenylacetamide
885673-16-5

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-phenylacetamide

B

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-(4-trifluoromethylphenyl)acetamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-(4-trifluoromethylphenyl)acetamide

C

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-(4-methoxyphenyl)acetamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-(4-methoxyphenyl)acetamide

D

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-phenylpropionamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-phenylpropionamide

E

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-(4-trifluoromethylphenyl)propionamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-(4-trifluoromethylphenyl)propionamide

F

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-(4-methoxyphenyl)propionamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-(4-methoxyphenyl)propionamide

G

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]cinnamamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]cinnamamide

H

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-4-(trifluoromethyl)cinnamamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-4-(trifluoromethyl)cinnamamide

I

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-4-methoxycinnamamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-4-methoxycinnamamide

J

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-phenylpropiolamide

N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-3-phenylpropiolamide

Conditions
ConditionsYield
With polyvinylpyridine polymer-supported dimethylaminopyridine; PS-carbodiimide In dichloromethane at 20℃; for 96h; Polystyrene;A 92%
B 96%
C 96%
D 92%
E 83%
F 81%
G 83%
H 97%
I 83%
J 100%
...Expand
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

ethyl acrylate
140-88-5

ethyl acrylate

C19H22O7

C19H22O7

Conditions
ConditionsYield
With N-(tert-butyloxycarbonyl)-L-isoleucine; oxygen; palladium diacetate; p-benzoquinone In tert-Amyl alcohol at 85℃; under 760.051 Torr; for 48h;100%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N,N-dimethyl-2-(4-methoxyphenyl)ethanamide
19625-79-7

N,N-dimethyl-2-(4-methoxyphenyl)ethanamide

Conditions
ConditionsYield
With sulfur trioxide pyridine complex In 1,2-dichloro-benzene at 160℃; Schlenk technique; Inert atmosphere;100%
With tert.-butylhydroperoxide; copper(II) perchlorate hexahydrate at 100℃; for 6h;78%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(R)-benzyl 2-amino-4-methylpentanoate hydrochloride
68838-94-8

(R)-benzyl 2-amino-4-methylpentanoate hydrochloride

N-(p-methoxylphenylacetyl)-D-leucine benzyl ester
1374963-36-6

N-(p-methoxylphenylacetyl)-D-leucine benzyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 5.33333h; Inert atmosphere;100%
With benzotriazol-1-ol
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

1,3-benzodioxol-5-ylmethyl amine
2620-50-0

1,3-benzodioxol-5-ylmethyl amine

4-oxo-benzaldehyde
1185185-57-2

4-oxo-benzaldehyde

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

C29H30N2O6

C29H30N2O6

Conditions
ConditionsYield
Stage #1: 1,3-benzodioxol-5-ylmethyl amine; 4-oxo-benzaldehyde In methanol at 60℃; for 0.0833333h; Ugi Condensation; Microwave irradiation;
Stage #2: 4-Methoxyphenylacetic acid; tert-butylisonitrile In methanol at 60℃; for 3h; Ugi Condensation; Microwave irradiation;		100%
...Expand
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

methyl iodide
74-88-4

methyl iodide

4-methoxy-phenyl acetic acid methyl ester
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃;100%
With potassium carbonate In acetone at 60℃;100%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

ethanol
64-17-5

ethanol

ethyl p-methoxyphenylacetate
14062-18-1

ethyl p-methoxyphenylacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 2h; Reflux; Inert atmosphere;99%
With acetyl chloride at 50℃; for 1.5h;97%
With hydrogenchloride for 20h;96%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - -15℃; for 4h; Inert atmosphere;99%
With boron tribromide In dichloromethane at -78℃; for 0.5h;93%
With hydrogen bromide; cetyltributylphosphonium bromide for 7.5h; Heating;87%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

benzylamine
100-46-9

benzylamine

N-benzyl-2-(4-methoxyphenyl)acetamide
52532-96-4

N-benzyl-2-(4-methoxyphenyl)acetamide

Conditions
ConditionsYield
With (2-(thiophen-2-ylmethyl)phenyl)boronic acid In dichloromethane at 20℃; for 2h; Inert atmosphere; Molecular sieve;99%
With zirconium(IV) chloride In toluene at 110℃; for 5h; Inert atmosphere; sealed tube;91%
Stage #1: 4-Methoxyphenylacetic acid With N-chlorobenzotriazole; triphenylphosphine In dichloromethane for 0.25h;
Stage #2: benzylamine With triethylamine In dichloromethane at 20℃; for 2h;		91%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2-(4-methoxyphenyl)ethanoate
74587-15-8

benzyl 2-(4-methoxyphenyl)ethanoate

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;99%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;4.44 g
(6-formyl-naphthalen-2-yloxy)-acetic acid tert-butyl ester
270082-18-3

(6-formyl-naphthalen-2-yloxy)-acetic acid tert-butyl ester

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

[6-(cyclohexylcarbamoyl-{(4-methoxy-benzyl)-[(4-methoxy-phenyl)-acetyl]-amino}-methyl)-naphthalen-2-yloxy]-acetic acid tert-butyl ester

[6-(cyclohexylcarbamoyl-{(4-methoxy-benzyl)-[(4-methoxy-phenyl)-acetyl]-amino}-methyl)-naphthalen-2-yloxy]-acetic acid tert-butyl ester

Conditions
ConditionsYield
In methanol for 24h; Ugi reaction; Heating;99%
...Expand
(6-formyl-naphthalen-2-yloxy)-acetic acid tert-butyl ester
270082-18-3

(6-formyl-naphthalen-2-yloxy)-acetic acid tert-butyl ester

4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

Benzyl isocyanide
88333-03-3, 10340-91-7

Benzyl isocyanide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

[6-(benzylcarbamoyl-{(4-methoxy-benzyl)-[(4-methoxy-phenyl)-acetyl]-amino}-methyl)-naphthalen-2-yloxy]-acetic acid tert-butyl ester

[6-(benzylcarbamoyl-{(4-methoxy-benzyl)-[(4-methoxy-phenyl)-acetyl]-amino}-methyl)-naphthalen-2-yloxy]-acetic acid tert-butyl ester

Conditions
ConditionsYield
In methanol for 24h; Ugi reaction; Heating;99%
...Expand
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-(4-methoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
41898-71-9

2-(4-methoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

4-chlorophenylethylamine
156-41-2

4-chlorophenylethylamine

N-[2-(4-chlorophenyl)ethyl]-2-(4-methoxyphenyl)acetamide
925124-73-8

N-[2-(4-chlorophenyl)ethyl]-2-(4-methoxyphenyl)acetamide

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

2-(2-(trifluoromethyl)phenyl)ethan-1-amine
774-18-5

2-(2-(trifluoromethyl)phenyl)ethan-1-amine

2-(4-methoxyphenyl)-N-{2-[2-(trifluoromethyl)phenyl]ethyl}acetamide
1439537-71-9

2-(4-methoxyphenyl)-N-{2-[2-(trifluoromethyl)phenyl]ethyl}acetamide

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(E)-but-2-enol
504-61-0

(E)-but-2-enol

(E)-crotyl p-methoxyphenylacetate
1626423-89-9

(E)-crotyl p-methoxyphenylacetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 23℃; for 0.5h;99%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

diethylzinc
557-20-0

diethylzinc

1-(4-methoxyphenyl)butan-2-one
53917-01-4

1-(4-methoxyphenyl)butan-2-one

Conditions
ConditionsYield
Stage #1: 4-Methoxyphenylacetic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1.5h;
Stage #2: diethylzinc With tetrakis(triphenylphosphine) palladium(0) In hexane; benzene at 0 - 20℃; for 15h; Negishi Coupling;		99%
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(R)-2-(4-methoxyphenyl)-N-(1-phenylethyl)acetamide

(R)-2-(4-methoxyphenyl)-N-(1-phenylethyl)acetamide

Conditions
ConditionsYield
With (2-(thiophen-2-ylmethyl)phenyl)boronic acid In dichloromethane at 20℃; for 8h; Inert atmosphere; Molecular sieve;99%

4-Methoxyphenylacetic acid Chemical Properties

IUPAC Name:2-(4-methoxyphenyl)acetic acid
Molecular Formula:C9H10O3
Molecular Weight:166.173900 g/mol
Appearance:White flaky crystal
Melting Point:84-86 °C(lit.)
Boiling Point:140 °C 3 mm Hg(lit.)
Flash Point:193°C
Solubility:ethanol and ether
Water Solubility:6 g/L (20°C)
BRN:1101737
CAS DataBase Reference:104-01-8(CAS DataBase Reference)
NIST Chemistry Reference:104-01-8(NIST)
EPA Substance Registry System:104-01-8(EPA Substance)
Synonyms of p-METHOXYPHENYLACETIC ACID(104-01-8):
ASISCHEM D13364;LABOTEST-BB LT00848110;HOMOANISIC ACID;HOMO-P-ANISIC ACID;4-METHOXYPHENYLACETIC ACID;P-METHOXY-A-CARBOXYTOLUENE;P-METHOXYPHENYLACETIC ACID;RARECHEM AL BO 0133
Categories of p-METHOXYPHENYLACETIC ACID(104-01-8):
Aromatic Phenylacetic Acids and Derivatives;pharmacetical

4-Methoxyphenylacetic acid Uses

p-METHOXYPHENYLACETIC ACID(104-01-8) is used in organic synthesis, especially used as a intermediate of puerarin.

4-Methoxyphenylacetic acid Toxicity Data With Reference

1.   

orl-rat LD50:1550 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 14 (1976),659.
2.   

ipr-mus LD50:504 mg/kg

   JMCMAR    Journal of Medicinal Chemistry. 20 (1977),709.

4-Methoxyphenylacetic acid Consensus Reports

Reported in EPA TSCA Inventory.

4-Methoxyphenylacetic acid Safety Profile

Safety Information of p-METHOXYPHENYLACETIC ACID(104-01-8):
Hazard Codes:Xn,Xi  
Risk Statements:22-36/37/38-20/21/22
22:Harmful if swallowed 
36/37/38:Irritating to eyes, respiratory system and skin
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing   
WGK Germany:3
RTECS:AI8960000
Hazard Note:Irritant
HS Code:29189090
Moderately toxic by ingestion and intraperitoneal routes. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.

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