Ethyl Acetate → 2-Nonen-1-ol, (2E)-

HRID 1657943노트

반응식

HRID 1657943 반응식
[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]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 52833352-NonenalHCID 21226445Aluminium lithium hydride

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e9eb87aa9e67405796f2ad3ab25ce349
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962321

반응 노트

불러오는 중…