Methyl 3-(5-ethyl-2-furyl)propanoate → 5-Ethyl-2-(3-hydroxypropyl)furan

HRID 1377818

반응식

HRID 1377818 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([C:9]1[O:13][C:12]([CH2:14][CH2:15][C:16](OC)=[O:17])=[CH:11][CH:10]=1)[CH3:8]>C1COCC1>[CH2:7]([C:9]1[O:13][C:12]([CH2:14][CH2:15][CH2:16][OH:17])=[CH:11][CH:10]=1)[CH3:8]

참가 물질

4

반응물 2

HCID 14982790Methyl 3-(5-ethyl-2-furyl)propanoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 229154015-Ethyl-2-(3-hydroxypropyl)furan수율 85%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

To a mixture of 3.42 g (90.1 mmol) of LAH in THF under nitrogen and stirring at 0° C., was added dropwise 14.9 g (81.9 mmol) of methyl 3-(5-ethyl-2-furyl)propanoate in THF. The reaction mixture was quenched with 3.4 mL of water, 3.4 mL of sodium hydroxide solution, and 10.2 mL of water. Magnesium sulfate was added to the mixture with stirring, filtered and concentrated in vacuo. The residue was passed through silica gel and eluted with ethyl acetate/hexane (2:8) to yield 10.7 g (85%) of the desired product as a clear colorless oil, used in the next preparation without further purification.

후처리

  1. customThe reaction mixture was quenched with 3.4 mL of water, 3.4 mL of sodium hydroxide solution, and 10.2 mL of water
  2. additionMagnesium sulfate was added to the mixture
  3. stirringwith stirring
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. washeluted with ethyl acetate/hexane (2:8)

출처 및 근거

ORD 기록
ord-eee48c12d7f54113ae8ba7adab96bcd8
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05665763

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