Product Name

  • Name

    3-Hydroxyphenylacetic acid

  • EINECS 210-684-4
  • CAS No. 621-37-4
  • Article Data27
  • CAS DataBase
  • Density 1.319 g/cm3
  • Solubility
  • Melting Point 129-133 °C(lit.)
  • Formula C8H8O3
  • Boiling Point 349 °C at 760 mmHg
  • Molecular Weight 152.15
  • Flash Point 179.1 °C
  • Transport Information
  • Appearance White Powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 621-37-4 (3-Hydroxyphenylacetic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 2-(3-hydroxyphenyl)acetic acid;3-Hydroxyphenylacetic acid;
  • PSA 57.53000
  • LogP 1.01930

Synthetic route

<3-(allyloxy)phenyl>acetic acid
156945-58-3

<3-(allyloxy)phenyl>acetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 1h;98%
2-(pyrimidin-5-yl)phenyl 2-(3-acetoxyphenyl)acetate

2-(pyrimidin-5-yl)phenyl 2-(3-acetoxyphenyl)acetate

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 12h;85%
3-iodophenylacetic acid
1878-69-9

3-iodophenylacetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With copper(I) oxide; 1D-1-O-Methyl-muco-inostol; sodium hydroxide In water at 100℃; for 6h;71%
With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; sodium hydroxide In water at 100℃; for 6h;71%
3-chlorophenylacetic acid
1878-65-5

3-chlorophenylacetic acid

A

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

B

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With caesium carbonate In methanol for 1h; UV-irradiation; Inert atmosphere;A 53%
B 45%
methanol
67-56-1

methanol

3-chlorophenylacetic acid
1878-65-5

3-chlorophenylacetic acid

A

benzyl methyl ether
538-86-3

benzyl methyl ether

B

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

C

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With caesium carbonate In aq. buffer for 1h; UV-irradiation; Inert atmosphere;A 8%
B 47%
C 34%
C10H9Cl3O3

C10H9Cl3O3

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With indium; deuterated ammonium chloride In tetrahydrofuran-d8; water-d2 at 20℃; for 24h; Reflux; chemoselective reaction;32%
1,3-benzodioxole-5-acetic acid
2861-28-1

1,3-benzodioxole-5-acetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide; aluminum nickel
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With diammonium sulfide; sulfur; isopropyl alcohol at 160℃; Erhitzen des von Ammoniak, Schwefelwasserstoff und Isopropylalkohol befreiten Reaktionsgemisches mit wss. Natronlauge;
Yield given. Multistep reaction;
m-methoxyphenylacetic acid
1798-09-0

m-methoxyphenylacetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With hydrogen iodide
With hydrogen iodide
3-Hydroxyphenylacetonitrile
25263-44-9

3-Hydroxyphenylacetonitrile

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride
3-amino phenylacetic acid
14338-36-4

3-amino phenylacetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With sodium nitrite
α,3-dihydroxybenzeneacetonitrile
53313-95-4

α,3-dihydroxybenzeneacetonitrile

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With phosphorus; hydrogen iodide
phenylacetic acid
103-82-2

phenylacetic acid

A

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

B

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

C

2-Hydroxyphenylacetic acid
614-75-5

2-Hydroxyphenylacetic acid

Conditions
ConditionsYield
With iron(III) sulfate; dihydrogen peroxide; 3,4-dioxo-3,4-dihydronaphthalene-1-sulfonate In water Yield given. Yields of byproduct given;
With Fe2(SO4); dihydrogen peroxide; 3,4-dioxo-3,4-dihydronaphthalene-1-sulfonate In water Product distribution;
With dihydrogen peroxide; iron(III); benzene-1,2-diol In water Product distribution; Ambient temperature; further redox-systems and aromatic compounds investigated;
phenylacetic acid
103-82-2

phenylacetic acid

A

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

B

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

C

homogentisic acid
451-13-8

homogentisic acid

D

2-(2,6-dihydroxyphenyl)acetic acid
64700-73-8

2-(2,6-dihydroxyphenyl)acetic acid

E

2-Hydroxyphenylacetic acid
614-75-5

2-Hydroxyphenylacetic acid

Conditions
ConditionsYield
In various solvent(s) at 30℃; for 170h; Product distribution; Mechanism; biosynthesis by Trichosporum cutaneum strains, pH = 6, other incubation times;
carbon dioxide
124-38-9

carbon dioxide

3-methyl-phenol
108-39-4

3-methyl-phenol

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With n-butyllithium; potassium tert-butylate 1.) hexane, reflux, 3 h, 2.) THF; Yield given. Multistep reaction;
3-hydroxy-4-isopropylphenylacetic acid
91970-76-2

3-hydroxy-4-isopropylphenylacetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
(i) CH2N2, Et2O, (ii) AlCl3, PhCl; Multistep reaction;
homopiperonylic acid

homopiperonylic acid

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

nickel-aluminium-alloy

nickel-aluminium-alloy

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

sodium-disulfite

sodium-disulfite

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
man behandelt mit KCN und kocht das entstandene rohe 3-Methoxy-mandelsaeurenitril mit Jodwasserstoffsaeure;
<3-hydroxy-phenyl>-thioacetic acid morpholide

<3-hydroxy-phenyl>-thioacetic acid morpholide

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

isopropyl alcohol
67-63-0

isopropyl alcohol

aqueous ammonium polysulfide

aqueous ammonium polysulfide

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
at 160℃; und Erhitzen des von NH3, H2S und Isopropylalkohol befreiten Reaktionsgemisches mit wss.NaOH auf Siedetemperatur;
potassium cyanide
151-50-8

potassium cyanide

disulfite compound of 3-methoxy-benzaldehyde

disulfite compound of 3-methoxy-benzaldehyde

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
man kocht das Reaktionsprodukt mit Jodwasserstoffsaeure;
oxydicarboxy-phenylacetic acid

oxydicarboxy-phenylacetic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride at 200℃; im geschlossenen Rohr;
hydrogenchloride
7647-01-0

hydrogenchloride

4-carboxymethyl-6-hydroxy-isophthalic acid

4-carboxymethyl-6-hydroxy-isophthalic acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
at 200℃; im geschlossenen Rohr;
2-(3-hydroxyphenyl)ethanol
13398-94-2

2-(3-hydroxyphenyl)ethanol

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
With Serratia marcescens In water at 30℃;
(3-nitrophenyl)acetonitrile
621-50-1

(3-nitrophenyl)acetonitrile

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tin; hydrochloric acid
2: diluted hydrochloric acid; NaNO2
3: concentrated hydrochloric acid
View Scheme
2-(3-aminophenyl)acetonitrile
4623-24-9

2-(3-aminophenyl)acetonitrile

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diluted hydrochloric acid; NaNO2
2: concentrated hydrochloric acid
View Scheme
phenylacetonitrile
140-29-4

phenylacetonitrile

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: bei der Nitrierung
2: tin; hydrochloric acid
3: diluted hydrochloric acid; NaNO2
4: concentrated hydrochloric acid
View Scheme
6-isopropyl 6-acetoxy cyclohexa-2,4-dienone
64248-54-0

6-isopropyl 6-acetoxy cyclohexa-2,4-dienone

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i), (ii) (alkaline hydrolysis)
2: (i) CH2N2, Et2O, (ii) AlCl3, PhCl
View Scheme
phenylacetic acid
103-82-2

phenylacetic acid

A

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

B

3,4-dihydroxyphenylacetate
102-32-9

3,4-dihydroxyphenylacetate

C

homogentisic acid
451-13-8

homogentisic acid

Conditions
ConditionsYield
With sulfuric acid; water at 30℃; for 34h; Electrolysis;
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

2-(3-hydroxyphenyl)ethanol
13398-94-2

2-(3-hydroxyphenyl)ethanol

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0℃; for 1h;100%
Stage #1: m-hydroxyphenylacetic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 60℃; for 2h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran
88%
Stage #1: m-hydroxyphenylacetic acid With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran for 3h; Heating / reflux;
Stage #2: With water In tetrahydrofuran
85%
ethanol
64-17-5

ethanol

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

ethyl 3-hydroxyphenylacetate
22446-38-4

ethyl 3-hydroxyphenylacetate

Conditions
ConditionsYield
thionyl chloride at 20℃; for 6h;100%
thionyl chloride at 20℃; for 6h;100%
With sulfuric acid Reflux;100%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

recorcinol
108-46-3

recorcinol

1-(2,4-dihydroxyphenyl)-2-(3-hydroxyphenyl)ethanone
89019-84-1

1-(2,4-dihydroxyphenyl)-2-(3-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 1.5h; Reflux;100%
With boron trifluoride diethyl etherate at 60 - 70℃; for 1h;93%
With boron trifluoride diethyl etherate In toluene at 90℃; for 2h;57%
With boron trifluoride diethyl etherate at 110℃; for 2h; Inert atmosphere;
With boron trifluoride diethyl etherate In N,N-dimethyl-formamide at 90℃; for 2h;
methanol
67-56-1

methanol

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

3-hydroxy-benzeneacetic acid, methyl ester
42058-59-3

3-hydroxy-benzeneacetic acid, methyl ester

Conditions
ConditionsYield
With sulfuric acid for 8h; Heating;100%
With sulfuric acid for 18h; Heating / reflux;100%
With sulfuric acid for 18h; Heating / reflux;100%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3-hydroxy-benzeneacetic acid, methyl ester
42058-59-3

3-hydroxy-benzeneacetic acid, methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 4h; Heating;100%
With toluene-4-sulfonic acid In methanol for 5h; Reflux;
With toluene-4-sulfonic acid In methanol for 5h; Reflux;
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

3-hydroxy-benzeneacetic acid, methyl ester
42058-59-3

3-hydroxy-benzeneacetic acid, methyl ester

Conditions
ConditionsYield
With sulfuric acid In methanol for 18h; Heating / reflux;100%
With thionyl chloride In methanol; hexane; ethyl acetate94%
27.8 g (100%)
With sodium bicarbonate In methanol
conc. H2 SO4

conc. H2 SO4

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

3-hydroxy-benzeneacetic acid, methyl ester
42058-59-3

3-hydroxy-benzeneacetic acid, methyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol100%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

2-(3-hydroxyphenyl)-N-methoxy-N-methylacetamide
1344214-04-5

2-(3-hydroxyphenyl)-N-methoxy-N-methylacetamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20℃; for 2h; Inert atmosphere;100%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

2-(3-hydroxycyclohexyl)acetic acid
86576-85-4

2-(3-hydroxycyclohexyl)acetic acid

Conditions
ConditionsYield
With hydrogen; Rh on carbon In sodium hydroxide at 60℃; under 760 Torr; for 3h;99%
With rhodium contaminated with carbon; hydrogen; sodium hydroxide In water at 80℃; under 7500.75 Torr; for 12h;600 mg
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

benzyl bromide
100-39-0

benzyl bromide

phenylmethyl 2-[3-(phenylmethoxy)phenyl]acetate
139377-33-6

phenylmethyl 2-[3-(phenylmethoxy)phenyl]acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide99%
With potassium carbonate In N,N-dimethyl-formamide99%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;92%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 72h; Etherification;83%
With potassium carbonate In N-methyl-acetamide
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

3-hydroxy-benzeneacetic acid, methyl ester
42058-59-3

3-hydroxy-benzeneacetic acid, methyl ester

Conditions
ConditionsYield
In methanol; hexane; toluene99%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

allyl bromide
106-95-6

allyl bromide

<3-(allyloxy)phenyl>acetic acid
156945-58-3

<3-(allyloxy)phenyl>acetic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 15h; Heating;98%
With n-Bu4POH In tetrahydrofuran; water at 0 - 20℃;83%
Stage #1: m-hydroxyphenylacetic acid; allyl bromide With potassium carbonate In ethanol for 5h; Reflux;
Stage #2: With potassium hydroxide In ethanol at 20℃; for 12h;
71.2%
Stage #1: m-hydroxyphenylacetic acid; allyl bromide With potassium carbonate In ethanol at 70℃; for 5h;
Stage #2: With potassium hydroxide In ethanol at 20℃; for 12h;
71.2%
sulfuric acid
7664-93-9

sulfuric acid

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

ethyl 3-hydroxyphenylacetate
22446-38-4

ethyl 3-hydroxyphenylacetate

Conditions
ConditionsYield
In ethanol; water97%
11.66 g (98%)
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

L-alanine benzyl ester hydrochloride
5557-81-3, 5557-83-5, 34404-37-0

L-alanine benzyl ester hydrochloride

N-{2-(3-hydroxyphenyl)acetyl}-L-alanine benzyl ester

N-{2-(3-hydroxyphenyl)acetyl}-L-alanine benzyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; Inert atmosphere;95%
1-[3-(naphth-2-ylmethoxy)phenyl]propan-2-one

1-[3-(naphth-2-ylmethoxy)phenyl]propan-2-one

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

2-bromomethylnaphthyl bromide
939-26-4

2-bromomethylnaphthyl bromide

3-(naphth-2-ylmethoxy)phenylacetic acid
123723-87-5

3-(naphth-2-ylmethoxy)phenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide; concentrated aqueous hydrochloric acid; potassium carbonate In ethanol; acetone94%
d(4)-methanol
811-98-3

d(4)-methanol

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

[D3]methyl [2,4,6‐D3]‐3‐hydroxyphenylethanoate

[D3]methyl [2,4,6‐D3]‐3‐hydroxyphenylethanoate

Conditions
ConditionsYield
With sulfuric acid-d2 at 60℃; for 1h; Sealed tube;94%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

benzyl bromide
100-39-0

benzyl bromide

3-benzyloxyphenylacetic acid
1860-58-8

3-benzyloxyphenylacetic acid

Conditions
ConditionsYield
With potassium hydroxide; sodium iodide In ethanol for 16h; Heating;93%
With potassium iodide; potassium hydroxide In tetrahydrofuran for 18h; Reflux;91%
Stage #1: m-hydroxyphenylacetic acid With thionyl chloride In methanol at 0℃; for 4h; Heating / reflux;
Stage #2: benzyl bromide With potassium carbonate In acetone at 20℃;
Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages;
91%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

3-acetoxyphenylacetic acid
88443-77-0

3-acetoxyphenylacetic acid

Conditions
ConditionsYield
With pyridine In P2O5; water; acetic anhydride90%
With pyridine In P2O5; water; acetic anhydride
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-(3-hydroxy-phenyl)-acetamide
142741-11-5

N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-(3-hydroxy-phenyl)-acetamide

Conditions
ConditionsYield
89%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

(S)-2-[(R)-2-Amino-2-(4-hydroxy-phenyl)-acetylamino]-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

(S)-2-[(R)-2-Amino-2-(4-hydroxy-phenyl)-acetylamino]-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

(3S)-3-(4-fluoro-3-nitrophenyl)-2-<(2R)-2-(4-hydroxy-phenyl)-2-<2-(3-hydroxyphenyl)-acetylamino>acetylamino>-propionic acid methyl ester
199486-35-6

(3S)-3-(4-fluoro-3-nitrophenyl)-2-<(2R)-2-(4-hydroxy-phenyl)-2-<2-(3-hydroxyphenyl)-acetylamino>acetylamino>-propionic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane89%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

4-fluoroaniline
371-40-4

4-fluoroaniline

N-(4-fluorophenyl)-2-(3-hydroxyphenyl)acetamide
295320-11-5

N-(4-fluorophenyl)-2-(3-hydroxyphenyl)acetamide

Conditions
ConditionsYield
89%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

4-{[2-(chloromethyl)phenoxy]methyl}-5-methyl-2-phenyl-1,3-oxazole
250602-98-3

4-{[2-(chloromethyl)phenoxy]methyl}-5-methyl-2-phenyl-1,3-oxazole

4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyl 2-[3-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]phenyl]acetate

4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyl 2-[3-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]phenyl]acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 1 - 30℃;89%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl (3-hydroxyphenyl)acetate
295320-25-1

benzyl (3-hydroxyphenyl)acetate

Conditions
ConditionsYield
Stage #1: m-hydroxyphenylacetic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 48h;
89%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 70℃;87%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2-[3-(trimethylsilyloxy)phenyl]acetic acid
1316808-81-7

2-[3-(trimethylsilyloxy)phenyl]acetic acid

Conditions
ConditionsYield
With cross-linked poly((30percent)4-vinylpyridine/(70percent)styrene) copolymer-supported bismuth(III) triflate In dichloromethane at 20℃; for 0.333333h;88%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

acetic anhydride
108-24-7

acetic anhydride

benzaldehyde
100-52-7

benzaldehyde

3-(2-oxo-2H-chromen-3-yl)phenyl acetate

3-(2-oxo-2H-chromen-3-yl)phenyl acetate

Conditions
ConditionsYield
With triethylamine at 100 - 170℃; Microwave irradiation;87%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

phenethylamine
64-04-0

phenethylamine

2-(3-hydroxyphenyl)-N-phenethylacetamide
1285511-99-0

2-(3-hydroxyphenyl)-N-phenethylacetamide

Conditions
ConditionsYield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;85%
2-hydroxy-5-methylbenzaldehyde
613-84-3

2-hydroxy-5-methylbenzaldehyde

3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

acetic anhydride
108-24-7

acetic anhydride

3-(3-acetoxyphenyl)-6-methylcoumarin

3-(3-acetoxyphenyl)-6-methylcoumarin

Conditions
ConditionsYield
With triethylamine at 120℃; for 8h;85%
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

acetic anhydride
108-24-7

acetic anhydride

3-Chlorobenzaldehyde
587-04-2

3-Chlorobenzaldehyde

3-(6-chloro-2-oxo-2H-chromen-3-yl)phenyl acetate

3-(6-chloro-2-oxo-2H-chromen-3-yl)phenyl acetate

Conditions
ConditionsYield
With triethylamine at 100 - 170℃; Microwave irradiation;85%

3-Hydroxyphenylacetic acid Specification

1. Introduction of 3-Hydroxyphenylacetic acid
3-Hydroxyphenylacetic acid, with the CAS registry number 621-37-4, is also known as 3-Hydroxyphenylacetic acid. It belongs to the product categories of Aromatic Phenylacetic Acids and Derivatives; Aromatics; Carbonyl Compounds; Carboxylic Acids. What's more, its IUPAC name is 2-(3-hydroxyphenyl)acetic acid.

2. Properties of 3-Hydroxyphenylacetic acid
(1)ACD/LogP: 0.77; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.58; (4)ACD/LogD (pH 7.4): -2.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.78; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 35.53 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 39.24 cm3; (15)Molar Volume: 115.3 cm3; (16)Surface Tension: 59.8 dyne/cm; (17)Density: 1.319 g/cm3; (18)Flash Point: 179.1 °C; (19)Enthalpy of Vaporization: 62.63 kJ/mol; (20)Boiling Point: 349 °C at 760 mmHg; (21)Vapour Pressure: 1.81E-05 mmHg at 25°C.

3. Structure Descriptors of 3-Hydroxyphenylacetic acid
(1)Canonical SMILES: C1=CC(=CC(=C1)O)CC(=O)O
(2)InChI: InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
(3)InChIKey: FVMDYYGIDFPZAX-UHFFFAOYSA-N  

4. Safety Information of 3-Hydroxyphenylacetic acid
Hazard Symbols:IrritantXi
Risk Codes:
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 

5. Preparation of 3-Hydroxyphenylacetic acid
3-Hydroxyphenylacetic acid can be prepared by (3-hydroxy-phenyl)-acetic acid and 3-bromo-propene by heating. This reaction will need reagent NaH and solvent tetrahydrofuran. The reaction time is 15 hours. The yield is about 98%.



6. Use of 3-Hydroxyphenylacetic acid
3-Hydroxyphenylacetic acid can be used to produce ethyl 3-hydroxyphenylacetate by heating. It will need reagent H2SO4 with reaction time of 7 hours. The yield is about 94%.



7. Other details of
3-Hydroxyphenylacetic acid
When you are using this chemical, please be cautious about it as the following:
3-Hydroxyphenylacetic acid is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You need wear suitable protective clothing.

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