Methyl 4-(cyclohexylcarbamoyl)benzoate

Base Information

• Chemical Name: Methyl 4-(cyclohexylcarbamoyl)benzoate
• CAS No.: 245679-66-7
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• DSSTox Substance ID: DTXSID80443178
• Nikkaji Number: J1.203.767H
• Wikidata: Q82260889
• Mol file: 245679-66-7.mol

Synonyms:Methyl 4-(cyclohexylcarbamoyl)benzoate;245679-66-7;methyl 4-[(cyclohexylamino)carbonyl]benzoate;N-Cyclohexyl-4-(methoxycarbonyl)benzamide;Methyl4-(cyclohexylcarbamoyl)benzoate;DTXSID80443178;MFCD07844233;STL067506;AKOS000504321;BS-22104;4-(Cyclohexylcarbamoyl)benzoic acid methyl ester;AN-329/43449282

Chemical Property of Methyl 4-(cyclohexylcarbamoyl)benzoate

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 261.13649347
• Heavy Atom Count: 19
• Complexity: 315

Purity/Quality:

Methyl4-(cyclohexylcarbamoyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C(=O)NC2CCCCC2

Technology Process of Methyl 4-(cyclohexylcarbamoyl)benzoate

There total 5 articles about Methyl 4-(cyclohexylcarbamoyl)benzoate 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: 91.0%

cyclohexylamine (108-91-8,157973-60-9) + 4-Methoxycarbonylbenzoyl chloride (7377-26-6) → N-cyclohexyl-4-(methoxycarbonyl)benzamide (245679-66-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00263

Reference yield: 80.0%

2-(4-methoxycarbonylbenzoyloxy)-1-methylpyridinium triflate (1257841-78-3) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-4-(methoxycarbonyl)benzamide (245679-66-7)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2010.09.016

Reference yield:

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → N-cyclohexyl-4-(methoxycarbonyl)benzamide (245679-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / toluene; methanol / 3 h / 65 °C

1.2: 3 h / 67 °C / Inert atmosphere

2.1: triethylamine; sodium hydrogencarbonate / tetrahydrofuran / Cooling with ice; Reflux

With sodium hydrogencarbonate; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; toluene;

upstream raw materials:

cyclohexylamine

4-Methoxycarbonylbenzoyl chloride

2-(4-methoxycarbonylbenzoyloxy)-1-methylpyridinium triflate

1,4-benzenedicarboxylic acid dimethyl ester

Refernces

• 1、 -. "THERMOPLASTIC POLYMER COMPOSITION". Paragraph 0217. . Retrieved 2015/04/15.
• 2、 -. "Thermoplastic polymer composition". Page/Page column 51. . Retrieved 2015/12/17.