Sodium Chloride → 7-benzyloxy-5-oxiranyl-1H-quinolin-2-one

Participants

Reaction Steps

6.0 g (18.3 mmol) 7-benzyloxy-5-(2-chloro-acetyl)-1H-quinolin-2-one are placed in 150 mL tetrahydrofuran and at 0 to 5° C. combined with 434 mg (19.9 mmol) lithium borohydride. The mixture is stirred for 30 minutes, then 43 mL of a 2.5 molar sodium hydroxide solution are added and the mixture is stirred for a further 4 hours wwhile being heated to ambient temperature. The mixture is combined with sodium chloride solution, filtered and extracted repeatedly with ethyl acetate/tetrahydrofuran (1:1). The filtered-off solid and the organic phases are combined and freed from the solvent. The residue is suspended in methanol, suction filtered and dried.

Provenance & Evidence