Benzoic acid, 4-[(trimethylsilyl)carbonyl]-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 4-[(trimethylsilyl)carbonyl]-, methyl ester
• CAS No.: 75748-12-8
• Molecular Formula: C12H16O3Si
• Molecular Weight: 236.343
• DSSTox Substance ID: DTXSID50444773
• Wikidata: Q82263031
• Mol file: 75748-12-8.mol

Synonyms:75748-12-8;Benzoic acid, 4-[(trimethylsilyl)carbonyl]-, methyl ester;DTXSID50444773

Chemical Property of Benzoic acid, 4-[(trimethylsilyl)carbonyl]-, methyl ester

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 236.08687090
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C(=O)[Si](C)(C)C

Technology Process of Benzoic acid, 4-[(trimethylsilyl)carbonyl]-, methyl ester

There total 2 articles about Benzoic acid, 4-[(trimethylsilyl)carbonyl]-, 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: 68.0%

1,1,1,2,2,2-hexamethyldisilane (1450-14-2) + 4-Methoxycarbonylbenzoyl chloride (7377-26-6) → methyl 4‐(2,2,2‐trifluoroacetyl)benzoate (75748-12-8)

Guidance literature:

1,1,1,2,2,2-hexamethyldisilane; With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; orthoformic acid triethyl ester; at 20 ℃; for 0.25h; Inert atmosphere;

4-Methoxycarbonylbenzoyl chloride; at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1002/anie.202012459

Reference yield:

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + chloro-trimethyl-silane (75-77-4) → methyl 4‐(2,2,2‐trifluoroacetyl)benzoate (75748-12-8)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; iodine; ammonium chloride; magnesium; Yield given. Multistep reaction; 1.) room temperature, overnight, 2.) H₂O, room temperature, 1 h;

DOI:10.1080/00397919708006819

Reference yield: 96.0%

O-diethylcarbamoyl-N-phenethylhydroxylamine (1590361-11-7) + methyl 4‐(2,2,2‐trifluoroacetyl)benzoate (75748-12-8) → methyl 4-(phenethylcarbamoyl)benzoate

Guidance literature:

With citric acid; In water; acetonitrile; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1002/anie.202012459

upstream raw materials:

1,1,1,2,2,2-hexamethyldisilane

4-Methoxycarbonylbenzoyl chloride

1,4-benzenedicarboxylic acid dimethyl ester

chloro-trimethyl-silane

Downstream raw materials:

4-(trimethylsilyl)benzoic acid methyl ester