2-(N-chloroacetyl-2,6-dimethylphenylamino)cyclopentanol → HCID 12491483, 화합물
반응식
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[Cl:14][CH2:15][C:16]([N:18]([C:25]1[C:30]([CH3:31])=[CH:29][CH:28]=[CH:27][C:26]=1[CH3:32])[CH:19]1[CH2:23][CH2:22][CH2:21][CH:20]1[OH:24])=[O:17]>CC(C)=O>[Cl:14][CH2:15][C:16]([N:18]([C:25]1[C:26]([CH3:32])=[CH:27][CH:28]=[CH:29][C:30]=1[CH3:31])[CH:19]1[CH2:23][CH2:22][CH2:21][C:20]1=[O:24])=[O:17]참가 물질
4
실험 절차
A 4.5-ml (0.004-mol) sample of Jones Reagent (26.72 g chromium trioxide in 23 ml of concentrated sulfuric acid diluted with H2O to 100 ml) was added dropwise to a vigorously stirred solution of 4.4 g (0.016 mol) 2-(N-chloroacetyl-2,6-dimethylphenylamino)cyclopentanol in 100 ml acetone. The acetone solution was decanted from the solids, dried over magnesium sulfate, treated with silica and evaporated under reduced pressure to give 3.7 g of pale yellow oil. The oil was chromatographed on silica gel using mixtures of ethyl ether/hexane as eluant. 2-(N-chloroacetyl-2,6-dimethylphenylamino)cyclopentanone was eluted with 25% ethyl ether/hexane, as a white solid. This product melted at 79°-82° C. after recrystallization from hexane. This product is tabulated in Table I, as Compound No. 1-A.