Allyl Mercaptan → 4-Allylthio-3-ethylazetidinone

HRID 622808ノート

反応式

HRID 622808 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 131064924-Allylthio-3-ethylazetidinone

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7d7798ce1ad0497490737ac0e8c38f60
出典データセット
uspto-grants-1988_09
特許番号
US04772692

反応ノート

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