Benzyl Alcohol → HCID 69139299, compound

Participants

Reaction Conditions

Reaction Steps

A 2.35 g (6.77 mmol) portion of ethyl 5,6,7,8-tetrafluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylate was dissolved in 20 ml of toluene and mixed with 0.70 ml (6.77 mmol) of benzyl alcohol. After cooling to 0° C., this was further mixed with 280 mg (6.99 mmol) of 60% sodium hydride which has been suspended in 10 ml of toluene, and the mixture was stirred at the same temperature for 2 hours and then at room temperature for 2 hours. After completion of the reaction, the reaction solution was mixed with 10% citric acid and extracted with chloroform (100 ml×2). The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The resulting residue was purified by a silica gel column chromatography (hexane:ethyl acetate=1:1) to yield 1.68 g (57%) of the title compound.

Provenance & Evidence