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

HRID 1583507

반응식

HRID 1583507 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9ed9e6b582544b2db1b97b798496dd4c
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04552765

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