4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester

Base Information

• Chemical Name: 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester
• CAS No.: 1414926-67-2
• Molecular Formula: C₂₂H₂₃NO₆
• Molecular Weight: 397.428
• Mol file: 1414926-67-2.mol

Synonyms:4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester

Chemical Property of 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester

There total 7 articles about 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid 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: 42.5%

methyl 4-(2-(2-cyclohexylacetyl)phenoxy)-3-nitrobenzoate (1414926-66-1) → 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester (1414926-67-2)

Guidance literature:

With potassium carbonate; In water; N,N-dimethyl-formamide; at 35 ℃; Large scale;

DOI:10.1021/op300303p

Reference yield:

2-cyclohexyl-1-(2-hydroxyphenyl)ethan-1-one (1414926-65-0) → 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester (1414926-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Large scale

2: potassium carbonate / N,N-dimethyl-formamide; water / 35 °C / Large scale

With potassium carbonate; In water; N,N-dimethyl-formamide; 2: |Truce-Smiles Rearrangement;

DOI:10.1021/op300303p

Reference yield:

2-cyclohexyl-N-methoxy-N-methylacetamide (134560-43-3) → 4-[1-cyclohexyl-2-(2-hydroxy-phenyl)-2-oxo-ethyl]-3-nitrobenzoic acid methyl ester (1414926-67-2)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.67 h / 20 - 25 °C / Large scale

2: methanesulfonic acid; hydrogen bromide / n-heptane / 0.5 h / 65 - 75 °C / Large scale

3: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Large scale

4: potassium carbonate / N,N-dimethyl-formamide; water / 35 °C / Large scale

With methanesulfonic acid; hydrogen bromide; potassium carbonate; In tetrahydrofuran; n-heptane; water; N,N-dimethyl-formamide; 4: |Truce-Smiles Rearrangement;

DOI:10.1021/op300303p

upstream raw materials:

2-cyclohexyl-1-(2-hydroxyphenyl)ethan-1-one

methyl 4-(2-(2-cyclohexylacetyl)phenoxy)-3-nitrobenzoate

2-cyclohexyl-N-methoxy-N-methylacetamide

Cyclohexylacetic acid

Downstream raw materials:

3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester