反应详情

To a mixture of 2-(imidazol-1-yl)-1-(thiazol-2-yl)ethanone (1.66 g; 8.5 mmol), 4-methyloxycarbonyl-3-phenyl-benzyl-triphenylphosphonium bromide (see Example 7, compound a), step E), (7.3 g; 12.8 mmol) and 18-crown-6 (0.1 g; 0.37 mmol) in methylene chloride (60 ml) was added at −50° C., under argon atmosphere, potassium tert-butoxide (1.56 g; 12.8 mmol). After 20 min at −50° C., the mixture was stirred at room temperature for 4 hours. The solvent was evaporated to dryness and the residue purified on HP20SS resin eluting with a gradient of 0-60% CH3CN/(NH4)2CO3 buffer (2 g/l pH 6.8) to give methyl 4-[(Z)-3-(imidazol-1-yl)-2-(thiazol-2-yl)-prop-1-enyl]-2-phenyl-benzoate (1.1 g; 72%).

1. additionwas added at −50° C., under argon atmosphere
2. customThe solvent was evaporated to dryness
3. customthe residue purified on HP20SS resin
4. washeluting with a gradient of 0-60% CH3CN/(NH4)2CO3 buffer (2 g/l pH 6.8)