Methyl iodide → HCID 178501223, compound

Participants

Reaction Steps

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)

Provenance & Evidence