Allyl Mercaptan → 4-Allylthio-3-ethylazetidinone

HRID 1381204ノート

反応式

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

出典と根拠

ORDレコード
ord-cd1b454ad4e94b029350ac9c69a3c8bb
出典データセット
uspto-grants-1986_04
特許番号
US04585767

反応ノート

読み込み中…