Product Name

  • Name

    4-Methoxyphenethylamine

  • EINECS 200-245-5
  • CAS No. 55-81-2
  • Article Data85
  • CAS DataBase
  • Density 1.008 g/cm3
  • Solubility
  • Melting Point 249-251°C
  • Formula C9H13NO
  • Boiling Point 255.2 °C at 760 mmHg
  • Molecular Weight 151.208
  • Flash Point 105.3 °C
  • Transport Information UN 2735
  • Appearance clear colorless to slightly yellow liquid
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 55-81-2 (4-Methoxyphenethylamine)
  • Hazard Symbols CorrosiveC
  • Synonyms Phenethylamine,p-methoxy- (6CI,8CI);2-(4-Methoxyphenyl)ethanamine;2-(4-Methoxyphenyl)ethylamine;2-(p-Methoxyphenyl)ethylamine;4-Methoxy-b-phenethylamine;4-Methoxy-b-phenylethylamine;4-Methoxybenzeneethanamine;4-Methoxyphenethylamine;4-Methoxyphenylethylamine;Homoanisylamine;NSC 43687;O-Methyltyramine;Tyramine, O-methyl-;p-Methoxyphenethylamine;
  • PSA 35.25000
  • LogP 1.89670

Synthetic route

benzyl 4-methoxyphenethylcarbamate
198756-72-8

benzyl 4-methoxyphenethylcarbamate

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 1h;100%
p-methoxybenzylnitrile
104-47-2

p-methoxybenzylnitrile

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With aluminum (III) chloride; lithium aluminium tetrahydride In diethyl ether at 0 - 20℃;96%
With lithium borohydride; diisopropopylaminoborane In tetrahydrofuran for 18h; Reflux;94%
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 70℃; for 3h; Inert atmosphere; Autoclave;94%
lysichitalexin
31236-71-2

lysichitalexin

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With samarium diiodide; water; isopropylamine In tetrahydrofuran96%
N-[2-(4-methoxy-phenyl)-ethyl]-2-nitro-benzenesulfonamide

N-[2-(4-methoxy-phenyl)-ethyl]-2-nitro-benzenesulfonamide

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With potassium carbonate; thiophenol In acetonitrile at 50℃;95%
C12H14Cl3NO3
1258181-22-4

C12H14Cl3NO3

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
Stage #1: C12H14Cl3NO3 With chloro-trimethyl-silane; mischmetal In tetrahydrofuran for 2h; Inert atmosphere; Reflux;
Stage #2: With water In tetrahydrofuran for 0.0833333h; Alkaline conditions;
87%
1-methoxy-4-(2-nitro-vinyl)-benzene
3179-10-0

1-methoxy-4-(2-nitro-vinyl)-benzene

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal for 1h;71%
With hydrogen; carbon palladium at 85℃; under 37503 Torr;70%
(catalytic hydrogenation);
2-4-methoxyphenylethylcarbamic acid methyl ester
91247-71-1

2-4-methoxyphenylethylcarbamic acid methyl ester

A

7-methoxy-3,4-dihydro-2H-isoquinolin-1-one
22246-04-4

7-methoxy-3,4-dihydro-2H-isoquinolin-1-one

B

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With PPA at 145℃; for 0.166667h;A 59%
B 30%
3-(4-methoxy-phenyl)propionamide
25413-27-8

3-(4-methoxy-phenyl)propionamide

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With sodium hydroxide; bromine In water at 70 - 80℃; for 0.25h;53%
With sodium hypobromide
With alkaline sodium hypochlorite
4-methyl-N-[2-(4-methoxyphenyl)ethyl]benzenesulfonamide
141666-92-4

4-methyl-N-[2-(4-methoxyphenyl)ethyl]benzenesulfonamide

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With titanium tetrachloride In tetrahydrofuran for 2.5h; Heating;40%
(E)-1-methoxy-4-(2-nitrovinyl)benzene
3179-10-0, 5576-97-6

(E)-1-methoxy-4-(2-nitrovinyl)benzene

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With samarium diiodide; water; isopropylamine In tetrahydrofuran36%
With sulfuric acid; palladium; acetic acid Hydrogenation;
bei der elektrochemischen Reduktion;
With lithium aluminium tetrahydride
ethyleneimine
151-56-4

ethyleneimine

methoxybenzene
100-66-3

methoxybenzene

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With aluminium trichloride
4-Methoxystyrene
637-69-4

4-Methoxystyrene

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With chloroform; nitrosylchloride Hydrieren des Reaktionsprodukts an Raney-Nickel in Methanol;
Multi-step reaction with 3 steps
1: NOCl, HCl / diethyl ether
2: Et3N / diethyl ether
3: LiAlH4 / diethyl ether
View Scheme
With D-Glucose; ammonia; oxygen In aq. phosphate buffer at 30℃; for 10h; Green chemistry; regioselective reaction;
Multi-step reaction with 3 steps
1: oxygen; styrene monooxygenase / Enzymatic reaction
2: styrene oxide isomerase / Enzymatic reaction
3: ammonia; ω-transaminase; L-alanine dehydrogenase / Enzymatic reaction
View Scheme
4-methoxymandelonitrile
33646-40-1

4-methoxymandelonitrile

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With hydrogenchloride; ethanol; platinum Hydrogenation;
3-(4-methoxyphenyl)propanoic acid
1929-29-9

3-(4-methoxyphenyl)propanoic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With sodium azide; chloroform; sulfuric acid
Multi-step reaction with 2 steps
1: thionyl chloride; chloroform / nachfolgend Behandlung mit Natriumhydroxyd in Ammoniak
2: alkaline sodium hypochlorite
View Scheme
Multi-step reaction with 3 steps
1: chloroform; PCl5
2: diethyl ether; NH3
3: bromine; NaOH-solution / 55 °C
View Scheme
4-methoxybenzoyl cyanide
14271-83-1

4-methoxybenzoyl cyanide

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With sulfuric acid; palladium; acetic acid Hydrogenation;
2-(4-methoxyphenyl)acetaldehyde oxime
3353-51-3

2-(4-methoxyphenyl)acetaldehyde oxime

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With sulfuric acid; palladium; acetic acid Hydrogenation;
acetoxy-(4-methoxy-phenyl)-acetonitrile
99843-19-3

acetoxy-(4-methoxy-phenyl)-acetonitrile

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With sulfuric acid; palladium; acetic acid Hydrogenation;
p-methoxybenzylnitrile
104-47-2

p-methoxybenzylnitrile

A

4-methoxy-N-[2-(4-methoxyphenyl)ethyl]benzeneethanamine
122380-12-5

4-methoxy-N-[2-(4-methoxyphenyl)ethyl]benzeneethanamine

B

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With nickel Hydrogenation;
1-(2-Chloroethyl)-4-methoxybenzene
18217-00-0

1-(2-Chloroethyl)-4-methoxybenzene

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With ammonia
With ethanol; ammonia at 100℃;
Bis-(β-nitroso-4-methoxy-styrol)
2742-79-2

Bis-(β-nitroso-4-methoxy-styrol)

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether
2-[2-(4-methoxyphenyl)ethyl]-1H-isoindole-1,3(2H)-dione
169614-59-9

2-[2-(4-methoxyphenyl)ethyl]-1H-isoindole-1,3(2H)-dione

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 70℃;
[2-(4-Methoxy-phenyl)-ethyl]-phosphoramidic acid diethyl ester
86423-53-2

[2-(4-Methoxy-phenyl)-ethyl]-phosphoramidic acid diethyl ester

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With hydrogenchloride at 80 - 85℃; for 1.5h; Yield given;
2-amino-1-<4-methoxy-phenyl>-ethanone-(1)-hydrochloride

2-amino-1-<4-methoxy-phenyl>-ethanone-(1)-hydrochloride

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
With sulfuric acid; palladium; acetic acid Hydrogenation;
4-methoxy-phenylacetaldoxime

4-methoxy-phenylacetaldoxime

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

sulfuric acid
7664-93-9

sulfuric acid

(E)-1-methoxy-4-(2-nitrovinyl)benzene
3179-10-0, 5576-97-6

(E)-1-methoxy-4-(2-nitrovinyl)benzene

acetic acid
64-19-7

acetic acid

palladium

palladium

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
Hydrogenation;
sulfuric acid
7664-93-9

sulfuric acid

4-methoxybenzoyl cyanide
14271-83-1

4-methoxybenzoyl cyanide

acetic acid
64-19-7

acetic acid

palladium

palladium

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
Hydrogenation;
ethanol
64-17-5

ethanol

(E)-1-methoxy-4-(2-nitrovinyl)benzene
3179-10-0, 5576-97-6

(E)-1-methoxy-4-(2-nitrovinyl)benzene

platinum

platinum

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

Conditions
ConditionsYield
Hydrogenation;
3-(4-methoxy-phenyl)propionamide
25413-27-8

3-(4-methoxy-phenyl)propionamide

bromine
7726-95-6

bromine

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-(4-methoxyphenyl)acetaldehyde oxime
3353-51-3

2-(4-methoxyphenyl)acetaldehyde oxime

sodium amalgam

sodium amalgam

alcoholic glacial acetic acid

alcoholic glacial acetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

methyl chloroformate
79-22-1

methyl chloroformate

2-4-methoxyphenylethylcarbamic acid methyl ester
91247-71-1

2-4-methoxyphenylethylcarbamic acid methyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine Inert atmosphere; Cooling with ice;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;99%
With triethylamine In tetrahydrofuran for 24h; Ambient temperature;95%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-(4-methoxyphenyl)ethan-1-aminechloroacetate
17639-50-8

2-(4-methoxyphenyl)ethan-1-aminechloroacetate

Conditions
ConditionsYield
With potassium carbonate In dichloromethane Ambient temperature;100%
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Reflux;85%
With triethylamine In dichloromethane at 0 - 20℃; for 4h;76%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

chloroacetic acid
79-11-8

chloroacetic acid

4-formyl-3,5-dimethoxyphenoxy-Merrifield resin

4-formyl-3,5-dimethoxyphenoxy-Merrifield resin

2-(4-methoxyphenyl)ethan-1-aminechloroacetate
17639-50-8

2-(4-methoxyphenyl)ethan-1-aminechloroacetate

Conditions
ConditionsYield
Stage #1: 4-Methoxyphenethylamine; 4-formyl-3,5-dimethoxyphenoxy-Merrifield resin With sodium tris(acetoxy)borohydride In acetic acid; N,N-dimethyl-formamide at 20℃; for 69h; Solid phase reaction; reductive amination;
Stage #2: chloroacetic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 15h; Solid phase reaction; acylation;
Stage #3: With dimethylsulfide; water; trifluoroacetic acid In dichloromethane at 20℃; for 15h; Solid phase reaction; cleavage of amide;
100%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

butyric acid
107-92-6

butyric acid

4-formyl-3,5-dimethoxyphenoxy-Merrifield resin

4-formyl-3,5-dimethoxyphenoxy-Merrifield resin

N-butanoyl-2-(4-methoxyphenyl)ethanamine

N-butanoyl-2-(4-methoxyphenyl)ethanamine

Conditions
ConditionsYield
Stage #1: 4-Methoxyphenethylamine; 4-formyl-3,5-dimethoxyphenoxy-Merrifield resin With sodium tris(acetoxy)borohydride In acetic acid; N,N-dimethyl-formamide at 20℃; for 69h; Solid phase reaction; reductive amination;
Stage #2: butyric acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 15h; Solid phase reaction; acylation;
Stage #3: With dimethylsulfide; water; trifluoroacetic acid In dichloromethane at 20℃; for 15h; Solid phase reaction; cleavage of amide;
100%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

piperidine-1,4-dicarboxylic acid mono-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl) ester
350716-60-8

piperidine-1,4-dicarboxylic acid mono-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl) ester

4-[2-(4-methoxy-phenyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethyl-undecyl ester
350717-38-3

4-[2-(4-methoxy-phenyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethyl-undecyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In chloroform; N,N-dimethyl-formamide at 20℃; for 16h;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

N-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-ethylamine
121778-75-4

N-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-ethylamine

Conditions
ConditionsYield
With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.0166667h;100%
With sulfonic acid-functionalized nanoporous titania catalyst In neat (no solvent) at 20℃; for 0.266667h; chemoselective reaction;96%
With triethylamine In dichloromethane at 20℃; for 1h;96%
5-((3-chloro-4-fluorophenylsulfonamido)methyl)picolinic acid

5-((3-chloro-4-fluorophenylsulfonamido)methyl)picolinic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

5-[(3-chloro-4-fluorobenzene)sulfonamidomethyl]-N-[2-(4-methoxyphenyl)ethyl] pyridine-2-carboxamide

5-[(3-chloro-4-fluorobenzene)sulfonamidomethyl]-N-[2-(4-methoxyphenyl)ethyl] pyridine-2-carboxamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;99.94%
acetic anhydride
108-24-7

acetic anhydride

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

N-(4-methoxyphenylethyl)acetamide
54815-19-9

N-(4-methoxyphenylethyl)acetamide

Conditions
ConditionsYield
at 20 - 30℃; for 1h;99%
With triethylamine In dichloromethane for 2h; Ambient temperature;86%
With triethylamine In dichloromethane at 20℃;85%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

ethyl-N-<2-(4-methoxyphenyl)ethyl>-carbamate
136390-01-7

ethyl-N-<2-(4-methoxyphenyl)ethyl>-carbamate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 25℃;99%
With pyridine In dichloromethane at 0 - 20℃;99%
With triethylamine In dichloromethane at 0 - 25℃; for 1h;98.3%
N-((tert-butyloxy)carbonyl)iminodiacetic acid
56074-20-5

N-((tert-butyloxy)carbonyl)iminodiacetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

N-((tert-butyloxy)carbonyl)-N'-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid monoamide
188625-14-1

N-((tert-butyloxy)carbonyl)-N'-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid monoamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 20h; Substitution;99%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-methoxy-5-chlorobenzoyl chloride
29568-33-0

2-methoxy-5-chlorobenzoyl chloride

5-chloro-2-methoxy-N-(2-(4-methoxyphenyl)ethyl)benzamide
158751-77-0

5-chloro-2-methoxy-N-(2-(4-methoxyphenyl)ethyl)benzamide

Conditions
ConditionsYield
With pyridine at 20℃; for 1h;99%
carbon disulfide
75-15-0

carbon disulfide

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

phenylpropynoic acid ethyl ester
2216-94-6

phenylpropynoic acid ethyl ester

(Z)-5-benzylidene-3-[2-(4-methoxyphenyl)ethyl]-2-thioxo-thiazolidin-4-one

(Z)-5-benzylidene-3-[2-(4-methoxyphenyl)ethyl]-2-thioxo-thiazolidin-4-one

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4-Methoxyphenethylamine In isopropyl alcohol at 20℃; for 6h;
Stage #2: phenylpropynoic acid ethyl ester; tributylphosphine In isopropyl alcohol at 20℃; Further stages.;
99%
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-(3,4-dimethoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
13397-02-9

2-(3,4-dimethoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
In 5,5-dimethyl-1,3-cyclohexadiene for 16h; Reflux; Inert atmosphere;94%
4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-(4-chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
340218-64-6

2-(4-chlorophenyl)-N-[2-(4-methoxyphenyl)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

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
3,4,5-trimethoxyphenyl acetic acid
951-82-6

3,4,5-trimethoxyphenyl acetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

N-[2-(4-methoxyphenyl)ethyl]-2-(3,4,5-trimethoxyphenyl)acetamide
1037943-04-6

N-[2-(4-methoxyphenyl)ethyl]-2-(3,4,5-trimethoxyphenyl)acetamide

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-naphthylacetic acid
581-96-4

2-naphthylacetic acid

N-[2-(4-methoxyphenyl)ethyl]-2-(naphthalen-2-yl)acetamide
1037942-89-4

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

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;99%
2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate

2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate

girard's reagent T
123-46-6

girard's reagent T

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

A

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

B

diisopropyl (2-((4-methoxyphenethyl)amino)-2-oxoethyl)phosphonate
1426294-40-7

diisopropyl (2-((4-methoxyphenethyl)amino)-2-oxoethyl)phosphonate

C

C13H29N3O5P(1+)*Cl(1-)

C13H29N3O5P(1+)*Cl(1-)

Conditions
ConditionsYield
Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; 4-Methoxyphenethylamine In dichloromethane at 20℃; for 4h;
Stage #2: girard's reagent T In methanol; dichloromethane
A n/a
B 99%
C n/a
racemic trans-1-(tert-butoxycarbonyl)pyrrolidine-3,4-dicarboxylic acid

racemic trans-1-(tert-butoxycarbonyl)pyrrolidine-3,4-dicarboxylic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

tert-butyl trans-3,4-bis((4-methoxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

tert-butyl trans-3,4-bis((4-methoxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 23℃; for 16h; Inert atmosphere;99%
3,3,3-triphenylpropionyl chloride
33166-49-3

3,3,3-triphenylpropionyl chloride

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

N-[2-(4-methoxy-phenyl)-ethyl]-3,3,3-triphenyl-propionamide

N-[2-(4-methoxy-phenyl)-ethyl]-3,3,3-triphenyl-propionamide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 48h;98.9%
caffeic acid
331-39-5

caffeic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

7′-(3′,4′-dihydroxyphenyl)-N-[(4-methoxyphenyl)ethyl]propenamide

7′-(3′,4′-dihydroxyphenyl)-N-[(4-methoxyphenyl)ethyl]propenamide

Conditions
ConditionsYield
Stage #1: caffeic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.25h; Cooling with ice;
Stage #2: 4-Methoxyphenethylamine In N,N-dimethyl-formamide at 20℃;
98.8%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

3,4-(methylenedioxy)cinnamic acid
2373-80-0

3,4-(methylenedioxy)cinnamic acid

C19H19NO4

C19H19NO4

Conditions
ConditionsYield
Stage #1: 3,4-(methylenedioxy)cinnamic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.25h; Cooling with ice;
Stage #2: 4-Methoxyphenethylamine In N,N-dimethyl-formamide at 20℃;
98.4%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-(4-methoxycyclohexa-1,4-dienyl)ethylamine
67175-79-5

2-(4-methoxycyclohexa-1,4-dienyl)ethylamine

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran; ethanol at -78℃; Birch reduction;98%
With ammonia; lithium In tert-butyl alcohol at -78℃; for 6h;95%
With ammonia; lithium In ethanol at -78℃; for 15h;94%
4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-[2-(4-methoxyphenyl)ethyl]benzenesulfonamide
141666-92-4

4-methyl-N-[2-(4-methoxyphenyl)ethyl]benzenesulfonamide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h; Tosylation;98%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;93%
Stage #1: 4-Methoxyphenethylamine With sodium carbonate In water for 0.5h; pH=8 - 9;
Stage #2: p-toluenesulfonyl chloride In water
91%
1-(4-chlorophenyl)cyclobutane-1-carboxylic acid
50921-39-6

1-(4-chlorophenyl)cyclobutane-1-carboxylic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

1-(4-chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]cyclobutanecarboxamide
916923-23-4

1-(4-chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]cyclobutanecarboxamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 3 - 20℃;98%
1,3-benzodioxole-5-acetic acid
2861-28-1

1,3-benzodioxole-5-acetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

2-(2H-1,3-benzodioxol-5-yl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
1395084-65-7

2-(2H-1,3-benzodioxol-5-yl)-N-[2-(4-methoxyphenyl)ethyl]acetamide

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation;98%
In 5,5-dimethyl-1,3-cyclohexadiene for 16h; Reflux; Inert atmosphere;80%
1-acetyl-9H-β-carboline-3-carboxylic acid

1-acetyl-9H-β-carboline-3-carboxylic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

marinacarboline A
1338578-37-2

marinacarboline A

Conditions
ConditionsYield
With triethylamine; diethyl dicarbonate In N,N-dimethyl-formamide at -10 - 20℃; Inert atmosphere;98%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at -10 - 25℃; for 12.5h;96%
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

1-(2-(4-methoxyphenyl)ethyl)-3-phenylthiourea
351498-91-4

1-(2-(4-methoxyphenyl)ethyl)-3-phenylthiourea

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;98%
(2R,3R,4R)-1,3,4-tris(benzyloxy)hexane-2,5-diethylsulfonate
1421782-15-1

(2R,3R,4R)-1,3,4-tris(benzyloxy)hexane-2,5-diethylsulfonate

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

(2S,3S,4R)-1-(4-methoxyphenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine
1600532-65-7

(2S,3S,4R)-1-(4-methoxyphenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine

Conditions
ConditionsYield
at 80 - 90℃;98%

4-Methoxyphenethylamine Chemical Properties

The Molecular formula of p-METHOXYPHENETHYLAMINE(55-81-2):C9H13NO 
The Molecular Weight of p-METHOXYPHENETHYLAMINE(55-81-2):151.21
The Molecular Structure of p-METHOXYPHENETHYLAMINE(55-81-2) is:
Density:1.008 g/cm3
Melting point:249-251°C
Boiling point:255.2 °C at 760 mmHg
Flash point:105.3 °C   
Index of Refraction:1.525
Molar Refractivity:46.01 cm  
Molar Volume:149.9 cm3
Polarizability:18.24 10-24cm
Surface Tension:36.9 dyne/cm
Enthalpy of Vaporization:49.27 kJ/mol 
Vapour Pressure:0.0165 mmHg at 25°C
Appearance:clear colorless to slightly yellow liquid  
IUPAC Name:2-(4-methoxyphenyl)ethanamine
Synonyms:4-Methoxy-2-phenethylamine;4-methoxy-benzeneethanamin;2-(4-Methoxyphenyl)ethanamine;4-Methoxybenzeneethanamine;4-Methoxy-beta-phenylethylamine;Homoanisylamine;o-methyltyramine;Phenethylamine, p-methoxy-

4-Methoxyphenethylamine Uses

Ritodrine intermediates

4-Methoxyphenethylamine Toxicity Data With Reference

1.   

ipr-mus LD50:100 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. AD277-689 .

4-Methoxyphenethylamine Consensus Reports

Reported in EPA TSCA Inventory.

4-Methoxyphenethylamine Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:C,T
C:Corrosive
T:Toxic
Risk Statements
R34:Causes burns.
Safety Statements
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing .
RIDADR:
UN 2735 8/PG 3
WGK Germany:3
RTECS:SH7875000
F:10-23
Hazard Note:Toxic/Corrosive
HS Code:29222900

 

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