Dodec-3-yn-1-ol → 3-Dodecen-1-ol, (3Z)-

HRID 1388879ノート

反応式

HRID 1388879 の反応式
[CH2:1]([OH:13])[CH2:2][C:3]#[C:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[H][H]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].C(OCC)(=O)C>[CH2:1]([OH:13])[CH2:2]/[CH:3]=[CH:4]\[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

参加物

5

反応物 2

HCID 4108965Dodec-3-yn-1-olHCID 178418361HCID 178418361、化合物

生成物 1

HCID 53646263-Dodecen-1-ol, (3Z)-収率 91.6%

試薬・触媒・溶媒 2

HCID 131709914Lindlars catalyst触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3.20 g (17.5 mmoles) of 3-dodecyn-1-ol in 35 ml. of ethyl acetate was added 0.300 g of Lindlar catalyst (Lindlar, Helvetica Chimica Acta 35, 450 (1952)). The hydrogenation was carried out at atmospheric pressure with stirring. When the theoretical quantity of hydrogen had been taken up, the hydrogenation was stopped and the reaction mixture was filtered through Celite. After removal of the solvent, in vacuo, the residue was evaporatively distilled under reduced pressure to afford 2.95 g (91.6%) of (Z)-3-dodecen-1-ol as an oil.

後処理

  1. filtrationthe reaction mixture was filtered through Celite
  2. customAfter removal of the solvent
  3. distillationin vacuo, the residue was evaporatively distilled under reduced pressure

出典と根拠

ORDレコード
ord-de7720d0f0d840a1bc1fb8d8b5d540fd
出典データセット
uspto-grants-1984_02
特許番号
US04434101

反応ノート

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