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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737956Generated: November 3, 2026

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

https://huagongshe.com/reaction/1737956

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 numberUS05962473
Source datasetuspto-grants-1999_10
ORD IDord-8768010167a240beb827d821bb68e238
Source noteuspto-grants-1999_10