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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307429Generated: October 30, 2026

Bis(2-bromoethyl) ether → 1-(2-Fluoro-5-morpholin-4-yl-phenyl)ethanone

https://huagongshe.com/reaction/2307429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(5-Amino-2-fluorophenyl)ethanoneHCID 2781125—
SolventTolueneHCID 1140—
Product1-(2-Fluoro-5-morpholin-4-yl-phenyl)ethanoneHCID 2260546873.3%

Reaction Steps

A mixture of 1-(5-amino-2-fluoro-phenyl)-ethanone (3.5 g), bromoethyl ether (5.929 g), and i-Pr2NEt (7.121 g) in toluene (20 mL) was refluxed for 16 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 residue was purified by silica gel flash chromatography (25% ethyl acetate in hexane) to give 3.74 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831080B2
Source datasetuspto-grants-2004_12
ORD IDord-741a641706fa49c083d8dcf5d9da262f
Source noteuspto-grants-2004_12