(E)-tert-butyl 4-styrylbenzoate → Tert-butyl 4-phenethylbenzoate

Participants

Reaction Conditions

Reaction Steps

A suspension of (E)-tert-butyl 4-styrylbenzoate (0.1 g, 0.36 mmol), palladium on carbon (10%, 100 mg) in methanol (20 mL) was stirred at 20° C. under hydrogen atmosphere (4 atm) for 24 hours. Once the start material has been consumed, the mixture was filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=20:1) to give tert-butyl 4-phenethylbenzoate (90 mg, 89%). 1H NMR (300 MHz, CDCl3): δ 7.90-7.89 (m, 2H), 7.27-7.18 (m, 7H), 2.95-2.94 (m, 4H), 1.59 (s, 9H).

Provenance & Evidence