Potassium Carbonate → N-benzyloxy-3-chloropropylsulfonamide

HRID 36877

反応式

HRID 36877 の反応式
[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

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 154103-Chloropropanesulphonyl chlorideHCID 102312Benzyloxyamine hydrochloride

生成物 1

HCID 10539517N-benzyloxy-3-chloropropylsulfonamide収率 41%

試薬・触媒・溶媒 3

HCID 11433187Bis(tetrabutylammonium) sulphate触媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-ffa5db23b6c645ea926f7c0af8d36b34
出典データセット
uspto-grants-1995_05
特許番号
US05418230

関連ノート

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