2-(3-Amino-4-methoxyphenyl)acetic acid

Base Information

• Chemical Name: 2-(3-Amino-4-methoxyphenyl)acetic acid
• CAS No.: 63304-81-4
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.191
• DSSTox Substance ID: DTXSID001295054
• Mol file: 63304-81-4.mol

Synonyms:2-(3-amino-4-methoxyphenyl)acetic acid;63304-81-4;(3-Amino-4-methoxyphenyl)acetic acid;Benzeneacetic acid, 3-amino-4-methoxy-;SCHEMBL3755985;DTXSID001295054;3-Amino-4-methoxybenzeneacetic acid;AKOS012102206;2-(3-amino-4-methoxyphenyl)aceticacid;BS-46815;E85064;EN300-218901

Chemical Property of 2-(3-Amino-4-methoxyphenyl)acetic acid

Chemical Property:

• Vapor Pressure: 3.22E-06mmHg at 25°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC(=O)O)N

Technology Process of 2-(3-Amino-4-methoxyphenyl)acetic acid

There total 9 articles about 2-(3-Amino-4-methoxyphenyl)acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(4-methoxy-3-nitrophenyl)acetic acid (63304-80-3) → 2-(3-amino-4-methoxyphenyl)acetic acid (63304-81-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h;

Reference yield:

2-Phenyl-4-(3-nitro-4-methoxy-benzyliden)-4H-(1,3)-oxazol-5-on (904-42-7) → 2-(3-amino-4-methoxyphenyl)acetic acid (63304-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOH / 90 °C

1.2: 80 percent / H₂O₂

2.1: 85 percent / hydrogen / palladium catalyst / methanol / 25 °C / 2327.17 Torr

With sodium hydroxide; hydrogen; palladium catalyst; In methanol;

DOI:10.1021/jo030287t

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 2-(3-amino-4-methoxyphenyl)acetic acid (63304-81-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 78 percent / acetyl nitrate / acetonitrile / 0 - 20 °C

2.1: 100 percent / sodium acetate / 0.08 h / microwave irradiation

3.1: NaOH / 90 °C

3.2: 80 percent / H₂O₂

4.1: 85 percent / hydrogen / palladium catalyst / methanol / 25 °C / 2327.17 Torr

With sodium hydroxide; nitro acetate; hydrogen; sodium acetate; palladium catalyst; In methanol; acetonitrile;

DOI:10.1021/jo030287t

upstream raw materials:

(4-methoxy-3-nitrophenyl)acetic acid

2-Phenyl-4-(3-nitro-4-methoxy-benzyliden)-4H-(1,3)-oxazol-5-on

4-methoxy-benzaldehyde

4-methoxy-3-nitrobenzaldehyde

Downstream raw materials:

homoisovanillic acid

(3-mercapto-4-methoxy-phenyl)-acetic acid

3-azido-4-methoxyphenylacetic acid

(3-azido-4-methoxyphenyl)ketene