反应详情

A solution of 2.50 g of 1-(4-cyanophenyl)-4-[[trans-4-(methoxycarbonyl)-cyclohexyl]-aminocarbonyl]-piperazine and 0.76 g of potassium tert.butoxide in 30 ml of dimethylsulphoxide is stirred for 30 minutes at ambient temperature. Then 0.5 ml of methyliodide is added dropwise and the mixture is stirred for 1.5 hours at ambient temperature. The reaction solution is diluted with 100 ml of water and the aqueous phase is extracted three times with ethyl acetate. The organic phases are washed with saturated saline solution and dried over sodium sulphate. The solvent is removed under reduced pressure and the residue remaining is chromatographed over silica gel with ethyl acetate/cyclohexane (3:1) as eluant. Yield: 1.0 g (39% of theory). The product contains about 20% of cis compound Rf value: 0.58 (silica gel; ethyl acetate) 1.0 g of starting material are obtained as a further fraction. Rf value: 0.45 (silica gel; ethyl acetate)

1. extractionthe aqueous phase is extracted three times with ethyl acetate
2. washThe organic phases are washed with saturated saline solution
3. dry with materialdried over sodium sulphate
4. customThe solvent is removed under reduced pressure
5. customthe residue remaining is chromatographed over silica gel with ethyl acetate/cyclohexane (3:1) as eluant
6. customare obtained as a further fraction