Ammonium formate → Ethyl 5-methyl-5-phenylpentanoate

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 5-methyl-5-phenyl-4-pentenoate (17.0 g, 77.9 mmol), ammonium formate (49.1 g, 779 mmol), 10% palladium-carbon (1.7 g) and ethanol (350 ml) was stirred at 70-75° C. for 1 hour. The catalyst was filtered off and the filtrate obtained was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with a 5% aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure, and the resulting residue was purified by a silica gel column chromatography (eluent: ethyl acetate/n-hexane=2/98) to obtain 16.3 g of ethyl 5-methyl-5-phenylpentanoate.

Provenance & Evidence