(4-Nitrophenyl)acetic acid → HCID 67769581, compound

Participants

Reaction Steps

A suspension of p-nitrophenylacetic acid (9.05 g, 50 mmol), 4-methoxybenzaldehyde (7.5 g, 55.1 mmol), and piperidine (2.5 ml) was heated at reflux for 45 min. After allowing to cool to room temperature, the reaction mixture was dissolved in CH2Cl2 (100 ml), washed with 0.1N NaOH (2×20 ml), and dried (MgSO4). The solvent was removed under reduced pressure to provide a solid which was recrystallized from EtOH to give 5.8 g (45.5%) of 4-methoxy-4-nitrostilbene as orange-colored crystals, mp 131°-132° C.

Provenance & Evidence