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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342212Generated: October 30, 2026

O-Methyltyramine → 4-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide

https://huagongshe.com/reaction/342212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-MethyltyramineHCID 4657—
Reactant4-Bromobenzoyl chlorideHCID 68515—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
SolventDichloromethaneHCID 6344—
Product4-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamideHCID 11024103—

Reaction Steps

29.2 ml of 2-(4-methoxyphenyl)-ethylamine and 34.2 ml of diisopropylethylamine are added dropwise in succession at 0° C. to a solution of 43.9 g of 4-bromobenzoyl chloride in 500 ml of methylene chloride. The reaction mixture is left to warm to room temperature and stirred, subsequently diluted with methylene chloride and treated with saturated sodium hydrogen carbonate solution. The organic phase is washed with saturated sodium hydrogen carbonate solution and then saturated sodium chloride solution, dried and concentrated. There are obtained 66.1 g of 4-bromo-N-[2-(3-methoxy-phenyl)-ethyl]-benzamide, MS: m/e 333 (M+, 1 Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856503
Source datasetuspto-grants-1999_01
ORD IDord-968f8083c6c04f11a6de32f11a6d5441
Source noteuspto-grants-1999_01