Potassium Carbonate → N-benzyloxy-3-chloropropylsulfonamide

HRID 36877

반응식

HRID 36877 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][S:5](Cl)(=[O:7])=[O:6].Cl.[CH2:10]([O:17][NH2:18])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CCOCC.O.S([O-])([O-])(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:10]([O:17][NH:18][S:5]([CH2:4][CH2:3][CH2:2][Cl:1])(=[O:7])=[O:6])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 154103-Chloropropanesulphonyl chlorideHCID 102312Benzyloxyamine hydrochloride

생성물 1

HCID 10539517N-benzyloxy-3-chloropropylsulfonamide수율 41%

시약·촉매·용매 3

HCID 11433187Bis(tetrabutylammonium) sulphate촉매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

3-Chloropropylsulfonyl chloride 1 (30.28 g,0.17 mol), O-benzylhydroxylamine hydrochloride (27.3 g,0.17 mol), potassium carbonate (50 g,0.36 mol) and tetrabutylammonium sulfate (about 500 mg) are reacted with each other in a mixture of ether and water (1:1) (100 ml) for 24 hours at room temperature and the reaction mixture was extracted with ethyl acetate. The extract was subjected to column chromatography on silica gel. From the fraction eluted with a mixture of ethyl acetate/n-hexane (1:4),18.4 g (41%) of crude N-benzyloxy-3-chloropropylsulfonamide (intermediate 3g) was obtained as a pale yellow oil.

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washFrom the fraction eluted with a mixture of ethyl acetate/n-hexane (1:4)

출처 및 근거

ORD 기록
ord-ffa5db23b6c645ea926f7c0af8d36b34
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05418230

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