Benzoic acid, 4-amino-2-(1-methylethoxy)-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 4-amino-2-(1-methylethoxy)-, methyl ester
• CAS No.: 909563-22-0
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• Mol file: 909563-22-0.mol

Synonyms:methyl 4-amino-2-isopropoxybenzoate;methyl 4-amino-2-isopropoxy-benzoate;

Chemical Property of Benzoic acid, 4-amino-2-(1-methylethoxy)-, methyl ester

Chemical Property:

• Boiling Point: 354.8±22.0 °C(Predicted)
• PSA: 61.55000
• Density: 1.118±0.06 g/cm3(Predicted)
• LogP: 2.42380

Purity/Quality:

97% ^*data from raw suppliers

Methyl 4-amino-2-isopropoxybenzoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 4-amino-2-(1-methylethoxy)-, methyl ester

There total 3 articles about Benzoic acid, 4-amino-2-(1-methylethoxy)-, methyl ester 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: 86.0%

methyl 2-isopropoxy-4-nitrobenzoate (1379520-42-9) → 4-amino-2-isopropoxy-benzoic acid methyl ester (909563-22-0)

Guidance literature:

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

DOI:10.1016/j.tet.2011.11.078

Reference yield:

2-hydroxy-4-nitrobenzoic acid (619-19-2) → 4-amino-2-isopropoxy-benzoic acid methyl ester (909563-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 96 h / 65 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 12 h

With sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2011.11.078

Reference yield:

2-hydroxy-4-nitro-benzoic acid methyl ester (13684-28-1) → 4-amino-2-isopropoxy-benzoic acid methyl ester (909563-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 12 h

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2011.11.078

upstream raw materials:

methyl 2-isopropoxy-4-nitrobenzoate

2-hydroxy-4-nitrobenzoic acid

2-hydroxy-4-nitro-benzoic acid methyl ester

Downstream raw materials:

C₂₁H₂₄N₂O₇

C₂₉H₂₆N₂O₇

C₃₀H₃₅N₃O₇

C₃₁H₃₇N₃O₇