Water → 1-(4-Fluoro-2-nitrophenoxy)-2,3-epoxypropane

Participants

Reaction Conditions

Reaction Steps

A mixture consisting of 31.4 g of 4-fluoro-2-nitrophenol, 100 ml of epichlorohydrin, 9.1 g of sodium hydroxide, 40 ml of water and 900 ml of ethanol was stirred at 80° C. for 10 hours. After cooling the reaction solution to room temperature, the insoluble matter was removed by filtration and the filtrate was concentrated to dryness under a reduced pressure. The resulting residue was dissolved in an ether-hexane (1:1) mixed solvent, washed with water and saturated brine and dried with anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The residue was applied to a silica gel column chromatography and developed with a chloroform-hexane (3:1) mixed solvent, and then the fractions containing the compound of interest were concentrated to obtain 27.9 g of the title compound.

Provenance & Evidence