Water → t-Butyl N-(2-benzoylphenyl)-N-(p-toluenesulfonyl)aminoacetate

HRID 128867

反応式

HRID 128867 の反応式
[C:1]1([CH3:25])[CH:6]=[CH:5][C:4]([S:7]([NH:10][C:11]2[CH:24]=[CH:23][CH:22]=[CH:21][C:12]=2[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31].O>CN(C)C=O>[C:13]([C:12]1[CH:21]=[CH:22][CH:23]=[CH:24][C:11]=1[N:10]([CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[S:7]([C:4]1[CH:3]=[CH:2][C:1]([CH3:25])=[CH:6][CH:5]=1)(=[O:9])=[O:8])(=[O:14])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 233206N-(2-Benzoylphenyl)-4-methylbenzenesulfonamide

生成物 1

HCID 18688807t-Butyl N-(2-benzoylphenyl)-N-(p-toluenesulfonyl)aminoacetate収率 95.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a stirred solution of 5.0 g of compound H in 10 cc of dimethylformamide was added 0.56 g of 63% sodium hydride in 5 cc of dimethylformamide under ice-cooling and the mixture was stirred for 30 minutes. Then, 2.3 cc of t-butyl bromoacetate was added dropwise at the same temperature and stirring was continued for 16 hours. Water was added to the reaction mixture and the desired compound was extracted with ethyl acetate. The extract was washed with water and dried over magnesium sulfate. The solvent was distilled off and the crude product thus obtained was washed with hexane to obtain 6.31 g of compound I. Yield: 95.4%.

後処理

  1. temperaturecooling
  2. stirringstirring
  3. waitwas continued for 16 hours
  4. extractionthe desired compound was extracted with ethyl acetate
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customthe crude product thus obtained
  9. washwas washed with hexane

出典と根拠

ORDレコード
ord-dd81fccfed25454b923d657c47302f9c
出典データセット
uspto-grants-1995_11
特許番号
US05464863

関連ノート

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