反应详情

温度

5 °C

To a stirring solution of (2S,3S,5R)-2-(3,5-difluorophenyl)-2-hydroxy-3,5-dimethylmorpholine (2.5 g, 10.28 mmol) in dichloromethane (50 mL) at room temperature under nitrogen, was added potassium carbonate (1.42 gm, 10.28 mmol). The mixture was cooled to 5° C. with a wet ice bath, and chloromethyl chloroformate (0.915 mL, 10.28 mmol) in dichloromethane (10 mL) was added dropwise. The mixture was allowed to warn to room temperature slowly and stirred over night. TLC analysis (1:1 heptane:ethyl acetate) indicated that the starting material was consumed and a new less polar spot had formed. Water was added to the mixture and then it was extracted with dichloromethane (3×). The organic layers were combined and dried over magnesium sulfate, filtered and the solvent was removed to afford a crude weight of 2.8 grams of (2S,3S,5R)-2-(3,5-difluorophenyl)-2-hydroxy-3,5-dimethylmorpholine-4-carboxylic acid chloromethyl ester (1410) as an opaque tar.

1. customto warn to room temperature
2. customwas consumed
3. customa new less polar spot had formed
4. extractionit was extracted with dichloromethane (3×)
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. customthe solvent was removed