Ethyl Acetate → 2-Nonen-1-ol, (2E)-

HRID 1657943ノート

反応式

HRID 1657943 の反応式
[CH:1](=[O:10])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[H-].[H-].[H-].[H-].[Li+].[Al+3].C(OCC)(=O)C>CCOCC>[CH2:1]([OH:10])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 52833352-NonenalHCID 21226445Aluminium lithium hydride

生成物 1

HCID 53649412-Nonen-1-ol, (2E)-

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Trans-2-nonenal (7.0 g, 0.05 mole) is dissolved in 50 ml of ether and added to a solution of LiAlH4 (0.54 g, 0.014 mole) in 50 ml of ether at such a rate to maintain gentle refluxing. When the addition is complete, the solution is refluxed for one hour. Ethyl acetate (2 ml) is added to destroy excess LiAlH4. The mixture is acidified with 5M HCl. The ether layer is separated, washed 2X with water, and dried over sodium sulfate. The ether solution is concentrated and the residue vacuum distilled to yield trans-2-nonenol.

後処理

  1. temperatureto maintain gentle refluxing
  2. additionWhen the addition
  3. temperaturethe solution is refluxed for one hour
  4. customto destroy excess LiAlH4
  5. customThe ether layer is separated
  6. washwashed 2X with water
  7. dry with materialdried over sodium sulfate
  8. concentrationThe ether solution is concentrated
  9. distillationthe residue vacuum distilled

出典と根拠

ORDレコード
ord-e9eb87aa9e67405796f2ad3ab25ce349
出典データセット
uspto-grants-1976_06
特許番号
US03962321

反応ノート

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