反应详情

50.4 g (357 mmol) of chlorosulfonyl isocyanate in 30 ml of dichloromethane are added dropwise to 30 g (174 mmol) of trans-cyclohexane-l,4-dicarboxylic acid in 90 ml of dichloromethane under reflux. When the evolution of gas is completed, the mixture is stirred for a further 1.5 hours under reflux. 40 ml (715 mmol) of DMF are subsequently added dropwise at from -15 to -20° C., and the mixture is stirred for a further 15 minutes and hydrolyzed using 300 ml of ice water. The phases are separated, and the aqueous phase is extracted with dichloromethane. The combined organic phases are washed four times with water, dried over MgSO4 and evaporated in vacuo. Crystallization from DMF gives 8.74 g (37.4%) of trans-cyclohexane-l,4-dinitrile.

1. temperatureunder reflux
2. temperatureunder reflux
3. stirringthe mixture is stirred for a further 15 minutes
4. customThe phases are separated
5. extractionthe aqueous phase is extracted with dichloromethane
6. washThe combined organic phases are washed four times with water
7. dry with materialdried over MgSO4
8. customevaporated in vacuo
9. customCrystallization from DMF