反应详情

1.2 g (0.007 mol) of 2-hydroxy-4-phenylthiazole, 2.1 g (0.0077 mol) of silver carbonate and 2.1 g (0.0074 mol) of methyl (E)-β-methoxy-2-bromomethylcinnamate (see Example 2) are stirred in 15 ml of DMF at 60° C. for 8 hours. The precipitate is filtered off and the DMF solution is poured into 100 ml of water, and the mixture is extracted with methyl tert-butyl ether. Drying and concentration of the organic phase result in a brown oil which is chromatographed on silica gel with cyclohexane/acetone (95:5). 1.5 g (56% yield) of methyl (E)-β-methoxy-2-(4-phenyl-2-thiazolyloxymethyl)cinnamate as yellowish oil are isolated as the main fraction.

1. filtrationThe precipitate is filtered off
2. additionthe DMF solution is poured into 100 ml of water
3. extractionthe mixture is extracted with methyl tert-butyl ether
4. customDrying
5. customconcentration of the organic phase result in a brown oil which
6. customis chromatographed on silica gel with cyclohexane/acetone (95:5)