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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307424Generated: November 2, 2026

Bis(2-bromoethyl) ether → 2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime

https://huagongshe.com/reaction/2307424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3-Aminophenyl)-2,2,2-trifluoroethanone oximeHCID 73985693—
SolventTolueneHCID 1140—
Product2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oximeHCID 7398568889.3%

Reaction Steps

A mixture of 1-(3-aminophenyl)-2,2,2-trifluoroethanone oxime (1.7 g), bromoethyl ether (2.246 g), and i-Pr2NEt (2.57 g) in toluene (20 mL) was refluxed for 4 hours. After cooling, the reaction mixture was quenched with water. The aqueous layer was extracted with dichloromethane, and the combined organic layers were dried over magnesium sulphate, filtered and concentrated in vacuo. The crude product was purified by silica gel flash chromatography (50% ethyl acetate in hexane) to give the title compound as an oil (2.04 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831080B2
Source datasetuspto-grants-2004_12
ORD IDord-5c57a140ed5342678bcecd7b8bbc7fd2
Source noteuspto-grants-2004_12