反应详情

Potassium-t-butoxide (16.10 g, 144 mmol) was added to a stirred, cooled (0° C.) mixture of TOSMIC (15.84 g, 81 mmol) and 4-[(cyclopropylmethyl)thio]cyclohexanone (11.5 g, 62.4 mmol) in DME (125 ml) and the mixture was stirred at room temperature for 3 h. The mixture was cooled, diluted with ethyl acetate, washed with brine, dried, filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using a Biotage 65i cartridge, eluting with EtOAc/isohexane to give two separated isomers. Combined yield of 4-[(cyclopropylmethyl)thio]cyclohexanecarbonitrile (7.1 g, 36.3 mmol, 58.3% yield)

1. temperaturecooled
2. temperatureThe mixture was cooled
3. washwashed with brine
4. customdried
5. filtrationfiltered
6. customthe solvent was evaporated under reduced pressure
7. customThe residue was purified by column chromatography on silica gel using a Biotage 65i cartridge
8. washeluting with EtOAc/isohexane
9. customto give two separated isomers