反应详情

A mixture of 5-bromo-benzofuran-7-carbaldehyde (400 mg), 4-methylphenylsulphonic acid (0.38 g) and 1,3-propanediol (10 ml) in toluene (15 ml) was heated at reflux for 19 h, with azeotropic removal of water by Dean-Stark Apparatus. The reaction mixture was cooled, diluted with water (80 ml) and extracted with toluene (30 ml). The organic phase was dried, filtered and the filtrate evaporated in vacuo to give a brown oil. Purification by FCC eluted with hexane:ethyl acetate (7:1→3:1) gave the title compound as a yellow solid (427 mg).

1. temperaturewas heated
2. temperatureThe reaction mixture was cooled
3. extractionextracted with toluene (30 ml)
4. customThe organic phase was dried
5. filtrationfiltered
6. customthe filtrate evaporated in vacuo
7. customto give a brown oil
8. customPurification by FCC
9. washeluted with hexane:ethyl acetate (7:1→3:1)