Ethyl 4-decenoate, (4E)- → Dec-4-en-1-ol

HRID 530169노트

반응식

HRID 530169 반응식
[C:1](OCC)(=[O:11])[CH2:2][CH2:3]/[CH:4]=[CH:5]/[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH2:1]([OH:11])[CH2:2][CH2:3]/[CH:4]=[CH:5]/[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

참가 물질

4

반응물 2

HCID 5362583Ethyl 4-decenoate, (4E)-HCID 21226445Aluminium lithium hydride

생성물 1

HCID 5702619Dec-4-en-1-ol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

To a cooled solution (0° C.) of (E)-ethyl dec-4-enoate (20 g, 101 mmol) in anhydrous diethyl ether (350 mL) was added lithium aluminum hydride (8.9 g, 212 mmol) under nitrogen. The solution was stirred for 1 hour at room then cooled to 0° C. and quenched slowly with 5M NaOH (30 mL) and diluted with ethyl ether (100 mL). The solution was stirred for 30 min and dried on magnesium sulfate, filtered and concentrated vacuo to dryness to afford (E)-dec-4-en-1-ol 84 as oil (16.1 g, quantitative).

후처리

  1. customquenched slowly with 5M NaOH (30 mL)
  2. additiondiluted with ethyl ether (100 mL)
  3. stirringThe solution was stirred for 30 min
  4. customdried on magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated vacuo to dryness

출처 및 근거

ORD 기록
ord-54244bdd06fa41629dc906aee4e01597
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09352042B2

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