Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605575Generated: October 26, 2026

Triethylamine → 4-Chloro-N-methoxy-N-methylbenzamide

https://huagongshe.com/reaction/605575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
SolventDichloromethaneHCID 6344—
Product4-Chloro-N-methoxy-N-methylbenzamideHCID 1127566394%

Reaction Steps

31.2 g of N-methoxymethanamine hydrochloride and 91.2 ml of triethylamine in 500 ml of DCM is cooled in an ice bath, and then 56 g of 4-chlorobenzoyl chloride are added slowly and the mixture is left to stir at AT for 4 hours. A mixture of ice/water is added, the mixture is extracted with DCM, the organic phase is washed with a buffer solution pH=2 and dried over Na2SO4, and the solvent is evaporated off under vacuum. 60 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915258B2
Source datasetuspto-grants-2011_03
ORD IDord-3a8342e2eefc48f1b9e95944b866347b
Source noteuspto-grants-2011_03