Oxalyl chloride → Methyl 4-(2-chloro-2-oxoethyl)benzoate

HRID 1257474Notes

Reaction equation

HRID 1257474 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=O)=[CH:7][CH:6]=1)=[O:4].C(Cl)(=O)C([Cl:18])=O>ClCCl.CN(C)C=O>[Cl:18][C:12](=[O:14])[CH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 107978792-(4-(Methoxycarbonyl)phenyl)acetic acid

Product 1

HCID 19746402Methyl 4-(2-chloro-2-oxoethyl)benzoate

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of the compound (3.0 g) obtained in Example 206a in dichloromethane (50 mL) was cooled in an ice bath, and oxalyl chloride (3.93 g) and N,N-dimethylformamide (2 drops) were added. The reaction mixture was stirred at room temperature overnight, and the solvent was evaporated under reduced pressure to give the title compound.

Workup

  1. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f6db7af0968d4d169df79cf7eee4e942
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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