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

HRID 1377818ノート

反応式

HRID 1377818 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 229154015-Ethyl-2-(3-hydroxypropyl)furan収率 85%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-eee48c12d7f54113ae8ba7adab96bcd8
出典データセット
uspto-grants-1997_09
特許番号
US05665763

反応ノート

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