3-(benzyloxycarbonylamino)-N-(2-bromoethyl)propionamide → 3-(Benzyloxycarbonylamino)-N-[2-(benzoylthio)ethyl]propionamide

HRID 1583507

反応式

HRID 1583507 の反応式
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][C:14]([NH:16][CH2:17][CH2:18]Br)=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]([O-:28])(=[S:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[K+]>CC(C)=O>[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][C:14]([NH:16][CH2:17][CH2:18][S:27][C:20](=[O:28])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 202587523-(benzyloxycarbonylamino)-N-(2-bromoethyl)propionamideHCID 23681850Potassium thiobenzoate

生成物 1

HCID 134919943-(Benzyloxycarbonylamino)-N-[2-(benzoylthio)ethyl]propionamide収率 68.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

To the solution of 3-(benzyloxycarbonylamino)-N-(2-bromoethyl)propionamide (10.0 g, 0.03 mol) in acetone (250 ml), acetone (100 ml) solution of potassium thiobenzoate (5.35 g, 0.03 mol) is added. The mixture is stirred for 1 hour and insoluble substance is filtered off. The filtrate is concentrated in vacuo and the residue is dissolved in chloroform. The solution is washed with sodium hydroxide solution, water and then saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. The solution is concentrated in vacuo to give 7.9 g (68%) of the titled compound.

後処理

  1. filtrationinsoluble substance is filtered off
  2. concentrationThe filtrate is concentrated in vacuo
  3. dissolutionthe residue is dissolved in chloroform
  4. washThe solution is washed with sodium hydroxide solution, water
  5. dry with materialsaturated sodium chloride solution, and dried over anhydrous magnesium sulfate
  6. concentrationThe solution is concentrated in vacuo

出典と根拠

ORDレコード
ord-9ed9e6b582544b2db1b97b798496dd4c
出典データセット
uspto-grants-1985_11
特許番号
US04552765

関連ノート

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