Ethyl (E)-2-methyl-3-(4-nitrophenyl)prop-2-enoate → Ethyl 3-(4-aminophenyl)-2-methylpropanoate

Participants

Reaction Steps

To a solution of (E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate (645) (2.49 g, 10.6 mmol) in ethanol (100 mL) was added Pd/C (250 mg, 10% Degussa type). A balloon of hydrogen gas was added and the reaction was evacuated and back-filled with hydrogen three times. The reaction was stirred overnight at room temperature, was filtered through a pad of celite and concentrated in vacuo to give ethyl 3-(4-aminophenyl)-2-methylpropanoate (646).

Provenance & Evidence