Methyl 2-(chloromethyl)-phenylglyoxylate

Base Information

• Chemical Name: Methyl 2-(chloromethyl)-phenylglyoxylate
• CAS No.: 130490-95-8
• Molecular Formula: C₁₀H₉ClO₃
• Molecular Weight: 212.633
• European Community (EC) Number: 603-420-8
• DSSTox Substance ID: DTXSID701264173
• Nikkaji Number: J3.655.705B
• Mol file: 130490-95-8.mol

Synonyms:130490-95-8;methyl 2-(chloromethyl)-phenylglyoxylate;SCHEMBL3306441;MWQGXVKNBHHBES-UHFFFAOYSA-N;DTXSID701264173;Methyl 2-(chloromethyl)-alpha-oxobenzeneacetate;Methyl 2-(2-(chloromethyl)phenyl)-2-oxoacetate;o-Chloromethyl-Phenylglyoxylic Acid Methyl Ester

Chemical Property of Methyl 2-(chloromethyl)-phenylglyoxylate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(=O)C1=CC=CC=C1CCl

Technology Process of Methyl 2-(chloromethyl)-phenylglyoxylate

There total 3 articles about Methyl 2-(chloromethyl)-phenylglyoxylate 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: 66.0%

Dimethyl oxalate (553-90-2) + 2-bromobenzylchloride (578-51-8) → methyl [2-(chloromethyl)benzoyl]formate (130490-95-8)

Guidance literature:

2-bromobenzylchloride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

Dimethyl oxalate; In tetrahydrofuran; hexane; for 0.0833333h;

DOI:10.3987/COM-17-13767

Reference yield: 30.3%

methyl O-morpholinomethylphenylglyoxylate methyl maqnesiumchloride acetal (1072314-71-6) → methyl [2-(chloromethyl)benzoyl]formate (130490-95-8)

Guidance literature:

With methyl chloroformate; In toluene; at 100 ℃; for 2h; under 9000.9 Torr;

Reference yield:

→ methyl [2-(chloromethyl)benzoyl]formate (130490-95-8)

Guidance literature:

upstream raw materials:

methyl O-morpholinomethylphenylglyoxylate methyl maqnesiumchloride acetal

Dimethyl oxalate

2-bromobenzylchloride

Downstream raw materials:

methyl (E/Z)-2-(2-chloromethylphenyl)-2-methoximinoacetate

(E)-methyl 2-(2-(chloromethyl)phenyl)-2-(methoxyimino)acetate

Refernces

• 1、 -. "IMPROVED PROCESS FOR PREPARING O-CHLOROMETHYLPHENYLGLYOXYLIC ESTERS, IMPROVED PROCESS FOR PREPARING (E)-2-(2-CHLOROMETHYLPHENYL)-2-ALKOXIMINOACETIC ESTERS, AND NOVEL INTERMEDIATES FOR THEIR PREPARATION". Page/Page column 11-12. . Retrieved 2008/12/08.