Methyl 4-(tert-butylcarbamoyl)benzoate

Base Information

• Chemical Name: Methyl 4-(tert-butylcarbamoyl)benzoate
• CAS No.: 67852-98-6
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70436675
• Nikkaji Number: J1.864.565C
• Wikidata: Q82251956
• Mol file: 67852-98-6.mol

Synonyms:Methyl 4-(tert-butylcarbamoyl)benzoate;67852-98-6;Methyl4-(tert-butylcarbamoyl)benzoate;SCHEMBL6419787;DTXSID70436675;MFCD09418546;AKOS003564119;SB76812;methyl 4-(tert-Butyl carbamoyl)benzoate;BS-24631;CS-0208147;4-(tert-Butylcarbamoyl)benzoic acid methyl ester;Z166878394

Chemical Property of Methyl 4-(tert-butylcarbamoyl)benzoate

Chemical Property:

• PSA: 55.40000
• LogP: 2.39240
• Storage Temp.: Room temperature.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

95% ^*data from raw suppliers

Methyl4-(tert-butylcarbamoyl)benzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-(tert-butylcarbamoyl)benzoate

There total 13 articles about Methyl 4-(tert-butylcarbamoyl)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: 99.0%

C13H17NO3 → methyl 4-(tert-butylcarbamoyl)benzoate (67852-98-6)

Guidance literature:

With trifluoroacetic acid; 9?mesityl-10-methylacridinium perchlorate; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1039/d1cc03855a

Reference yield: 95.0%

acetic acid tert-butyl ester (540-88-5) + 4-cyanobenzoic acid methyl ester (1129-35-7) → methyl 4-(tert-butylcarbamoyl)benzoate (67852-98-6)

Guidance literature:

acetic acid tert-butyl ester; 4-cyanobenzoic acid methyl ester; In acetic acid; at 12 - 19 ℃; for 1h; Inert atmosphere;

With sulfuric acid; In acetic acid; at 24 - 39 ℃; for 3.5h; Inert atmosphere;

With ammonium acetate; In water; acetic acid; at 19 - 35 ℃; Inert atmosphere;

DOI:10.15227/orgsyn.089.0519

Reference yield: 93.0%

acetic acid tert-butyl ester (540-88-5) + methyl 4-formylbenzoate (1571-08-0) → methyl 4-(tert-butylcarbamoyl)benzoate (67852-98-6)

Guidance literature:

methyl 4-formylbenzoate; With sodium azide; trifluorormethanesulfonic acid; acetic acid; at 40 ℃; for 2h;

acetic acid tert-butyl ester; With trifluorormethanesulfonic acid; at 40 ℃;

DOI:10.1016/j.tetlet.2016.08.069

upstream raw materials:

acetic acid tert-butyl ester

4-cyanobenzoic acid methyl ester

4-Methoxycarbonylbenzoyl chloride

tert-butylamine

Downstream raw materials:

methyl 4-(tert-butylcarbamoyl)-3-(4-nitrophenylamino)benzoate

N-tert-butyl-4-(hydroxymethyl)benzamide

N-tert-butyl-5-methyl-2-(4-nitrobenzamido)benzamide

N-tert-butyl-4-methoxybenzamide

Refernces

• 1、 Shi, Yang,Zhang, Luoqiang,Lan, Jingbo,Zhang, Min,Zhou, Fulin,Wei, Wenlong,You, Jingsong. "Oxidative C?H/C?H Cross-Coupling Reactions between N-Acylanilines and Benzamides Enabled by a Cp*-Free RhCl3/TFA Catalytic System". supporting information. p. 9108 - 9112. Retrieved 2018/07/25.
• 2、 Malacarne, Marco,Protti, Stefano,Fagnoni, Maurizio. "A Visible-Light-Driven, Metal-free Route to Aromatic Amides via Radical Arylation of Isonitriles". supporting information. p. 3826 - 3830. Retrieved 2017/11/15.