Acetone → HCID 59239817, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 2-acetyl-1-[4-(ethoxycarbonyl)phenyl]-2-methylhydrazinecarboxylate (2.06 g) was dissolved in THF (60 ml), lithium borohydride (90%, 0.74 g) was added, and ethanol (15 ml) was slowly added dropwise. The obtained mixture was stirred at 80° C. for 3 hr. Acetone (6.0 ml) was added to the reaction mixture, and the mixture was concentrated under reduced pressure. Ethyl acetate was added to the residue, and the mixture was washed with water and then saturated brine. The organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 (volume ratio)→1:2 (volume ratio)), and further recrystallized from ethyl acetate to give the title compound (1.22 g) as colorless crystals.

Provenance & Evidence