Water → HCID 12245445, compound

Participants

Reaction Steps

A solution of 3.5 g (0.01 mol) of ethyl 6-chloro-4-(2-fluorophenyl)quinolin-2(1H)-one-3-carboxylate,* in 50 ml of tetrahydrofuran was added to a suspension of 1 g (0.022 mol) of lithium aluminum hydride in 50 ml of tetrahydrofuran. After stirring for 30 min at -20° to 0°, the hydride was hydrolized by addition of 5 ml of water. The mixture was then partitioned between methylene chloride and 2N hydrochloric acid. The methylene chloride layer was washed with water dried and evaporated. Crystallization of the residue from ethanol/chloroform yielded 6-chloro-4-(2-fluorophenyl)-3-hydroxymethylquinolin-2(1H)-one, with mp 282°-286°.

Provenance & Evidence