反应详情

2,6-Dibromo-4-methylbenzaldehyde (600 g, 2.16 mmol) (which may be prepared according to the method of Lulinski and Serwatowski, Journal of Organic Chemistry, 68, (2003), 5384), (4-fluorophenyl)hydrazine hydrochloride (351 mg, 2.16 mmol) and sodium acetate (180 mg, 2.19 mmol) were heated in methanol (15 ml) under reflux for 2 hours in a nitrogen atmosphere. The methanol was evaporated and the residue partitioned between dichloromethane (30 ml) and aqueous brine (30 ml). The organic phase was separated, combined with additional dichloromethane extracts (2×15 ml), washed with aqueous sodium bicarbonate (2×15 ml), passed through a hydrophobic frit and evaporated to give the title compound (809 mg).

1. temperatureunder reflux for 2 hours in a nitrogen atmosphere
2. customThe methanol was evaporated
3. customthe residue partitioned between dichloromethane (30 ml) and aqueous brine (30 ml)
4. customThe organic phase was separated
5. washwashed with aqueous sodium bicarbonate (2×15 ml)
6. customevaporated