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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 843760Generated: October 31, 2026

4-Chlorobenzoyl chloride → 4-Chloro-N-methoxy-N-methylbenzamide

https://huagongshe.com/reaction/843760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzoyl chlorideHCID 8501—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
SolventDichloromethaneHCID 6344—
SolventSodium HydroxideHCID 14798—
Product4-Chloro-N-methoxy-N-methylbenzamideHCID 11275663131.8%

Reaction Steps

To a solution of 11.38 gm (116.7 mMol) N-methoxy-N-methyl amine hydrochloride in 700 mL 1N sodium hydroxide was added a solution of 18.56 gm (106.04 mMol) 4-chlorobenzoyl chloride in 200 mL dichloromethane and the mixture was stirred at ambient. After 18 hours the phases were separated and the remaining aqueous was extracted well with dichloromethane. All organic phases were combined, dried over sodium sulfate and concentrated under reduced pressure to give 27.9 gm (95%) of the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380201B1
Source datasetuspto-grants-2002_04
ORD IDord-91b56e0e362c469a99cdfa5b5fef71bb
Source noteuspto-grants-2002_04