反应详情

A mixture of thiocinnamamide (11.7 g), 1,3-dichloroacetone (9.10 g) and ethanol (145 ml) was heated for one hour under reflux. The reaction mixture was poured onto ice-water, neutralized with potassium carbonate, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography. From the fraction eluted with diethyl ether-hexane (1:5, v/v), 4-chloromethyl-2-[(E)-2-phenylethenyl]thiazole (9.40 g, 66%) was obtained. Recrystallization from diethyl ether-hexane gave colorless plates, mp 88-89° C.

1. temperaturewas heated for one hour
2. temperatureunder reflux
3. additionThe reaction mixture was poured onto ice-water
4. extractionextracted with ethyl acetate
5. washThe ethyl acetate layer was washed with water
6. dry with materialdried (MgSO4)
7. concentrationconcentrated under reduced pressure
8. washFrom the fraction eluted with diethyl ether-hexane (1:5