Benzaldehyde → N-Benzylidene-3-bromoaniline

Participants

Reaction Steps

To a nitrogen purged 250 mL three-neck flask equipped with a mechanical stirrer, reflux condenser and septum inlet was added benzoic acid (300 mg, 2.8 mmol) and PdCl2 (25 mg). Then 3-bromoaniline (25 g, 145 mmol), benzaldehyde (4.6 g, 44 mmol) and triethylamine (80 mL) were charged. The resulting mixture was vacuum deaerated (150 torr; N2 backfill; 5x) and heated under nitrogen at reflux for one hour to form the N-benzylidene 3-aminophenylbromide.

Provenance & Evidence