Allyl Mercaptan → 4-Allylthio-3-ethylazetidinone

HRID 622808노트

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HRID 622808 반응식
[OH-].[Na+].[CH2:3]([SH:6])[CH:4]=[CH2:5].C(O[CH:11]1[NH:14][C:13](=[O:15])[CH:12]1[CH2:16][CH3:17])(=O)C>O>[CH2:3]([S:6][CH:11]1[NH:14][C:13](=[O:15])[CH:12]1[CH2:16][CH3:17])[CH:4]=[CH2:5]

참가 물질

5

반응물 3

HCID 13367Allyl MercaptanHCID 14798Sodium HydroxideHCID 117884382-Azetidinone, 4-(acetyloxy)-3-ethyl-

생성물 1

HCID 131064924-Allylthio-3-ethylazetidinone

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a stirred solution of 3.2 g of sodium hydroxide in 40 ml of water under an argon atmosphere were added 8 ml of allyl thiol (about 85% pure). After 20 minutes of further stirring, a solution of 12.5 g of 4-acetoxy-3-ethylazetidin-2-one in 20 ml of water was added and the mixture was stirred for a further 15 minutes, and then extracted into dichloromethane. The organic extracts were washed with water, were dried over MgSO4, and evaporated in vacuo to dryness. Chromatography over silica gel, eluting with hexane-ethyl acetate mixtures, afforded the title compounds as a yellow oil (3.2 g).

후처리

  1. extractionextracted into dichloromethane
  2. washThe organic extracts were washed with water
  3. dry with materialwere dried over MgSO4
  4. customevaporated in vacuo to dryness
  5. washChromatography over silica gel, eluting with hexane-ethyl acetate mixtures

출처 및 근거

ORD 기록
ord-7d7798ce1ad0497490737ac0e8c38f60
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04772692

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