反应详情

To a stirred and cooled solution of 2-[3-(3-Methoxy-phenyl)-propoxy]-4-methyl-thiazole-5-carboxylic acid ethyl ester (0.84 g, 2.5 mmol) in Methylene chloride (10 mL) at 0° C. was added 1M solution of boron tribromide in dichloromethane drop wise over a minute. The reaction was warmed gently to ambient temperature over 2 hrs. The resultant reaction is poured gently on ice water (25 mL) and extracted with Methylene chloride (3×75 mL). The organic layers are combined, washed with sodium bicarbonate (50 mL), brine (50 mL), dried over anhydrous MgSO4, filtered and concentrated to give 2-[3-(3-Hydroxy-phenyl)-propoxy]-4-methyl-thiazole-5-carboxylic acid ethyl ester (0.63 g, 78.3%) as a light pink oil. MS m/e 322.4 (M+H+).

1. customThe resultant reaction
2. additionis poured gently on ice water (25 mL)
3. extractionextracted with Methylene chloride (3×75 mL)
4. washwashed with sodium bicarbonate (50 mL), brine (50 mL)
5. dry with materialdried over anhydrous MgSO4
6. filtrationfiltered
7. concentrationconcentrated