反应详情

A mixture of 0.5 g of methyl (E)-4-hydroxy-3-methoxycinnamate, 10 ml of 2-butanone, 0.35 ml of 6-bromohexanol and 1 g of ground potassium carbonate was heated under reflux for 5 hrs. Then, the reaction mixture was cooled and partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulphate, filtered and evaporated. Chromatography on 100 g of silica gel with toluene/ethyl acetate (1:1) gave 750 ml of methyl (E)-3-[3-methoxy-4-(6-hydroxyhexyloxy)phenyl]acrylate as a colorless solid, λmax. (CH2Cl2): 323 nm (ε=20513).

1. temperaturewas heated
2. temperatureunder reflux for 5 hrs
3. temperatureThen, the reaction mixture was cooled
4. custompartitioned between ethyl acetate and water
5. dry with materialThe organic phase was dried over magnesium sulphate
6. filtrationfiltered
7. customevaporated