Allyl Mercaptan → 4-Allylthio-3-ethylazetidinone

HRID 1381204노트

반응식

HRID 1381204 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 compound 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, Chromatography over silica gel
  5. washeluting with hexane-ethyl acetate mixtures

출처 및 근거

ORD 기록
ord-cd1b454ad4e94b029350ac9c69a3c8bb
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04585767

반응 노트

불러오는 중…