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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494446Generated: October 25, 2026

Butyl bromide → N-butyl-N-acetyl-2,4-difluoroaniline

https://huagongshe.com/reaction/1494446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl bromideHCID 8002—
ReactantPotassium HydroxideHCID 14797—
ReactantAcetamide, N-(2,4-difluorophenyl)-HCID 96093—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductN-butyl-N-acetyl-2,4-difluoroanilineHCID 1982754968.7%

Reaction Steps

0.9 g of triethylbenzylammonium chloride, 6.9 g of butyl bromide and a solution of 5.7 g of KOH in 6 ml of water are added to a stirred solution of 3.4 g of N-acetyl-2,4-difluoroaniline (Example 2) in 60 ml of toluene. The emulsion produced is warmed at 97° (reflux). After 1 h, the emulsion is cooled to room temperature and diluted with 20 ml of water. The two phases are separated, and the organic phase is dried over MgSO4 and evaporated in vacuo. The liquid crude product is purified by medium-pressure chromatography. 3.1 g of N-butyl-N-acetyl-2,4-difluoroaniline are obtained as a brownish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05026625
Source datasetuspto-grants-1991_06
ORD IDord-97ddca6efec049b8af0e4bcb966496bc
Source noteuspto-grants-1991_06