反应详情

ortho-Bromobenzaldehyde (4a) (8 g, 43.24 mmol) was stirred with 1,3 propanediol (4.7 ml, 64.86 mmol) and p-toluenesulfonic acid monohydrate (164 mg, 0.86 mmol) in benzene (150 ml) in a flask equipped with a Dean-Stark trap and a condenser. The mixture was heated at reflux for 12 hrs, cooled, and extracted with 2 M NaOH (100 ml), and brine (100 ml×3). The solution was dried over MgSO4, and the solvent evaporated to the title compound in quantitative yield.

1. customequipped with a Dean-Stark trap and a condenser
2. temperatureThe mixture was heated
3. temperatureat reflux for 12 hrs
4. temperaturecooled
5. extractionextracted with 2 M NaOH (100 ml), and brine (100 ml×3)
6. dry with materialThe solution was dried over MgSO4
7. customthe solvent evaporated to the title compound in quantitative yield