Sodium borohydride → 4-Cyclopentylbutan-1-ol

HRID 1004645ノート

反応式

HRID 1004645 の反応式
[CH:1]1([CH2:6][CH2:7][CH2:8][CH:9]=[O:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+]>C(O)C>[CH:1]1([CH2:6][CH2:7][CH2:8][CH2:9][OH:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 219320564-Cyclopentylbutanal

生成物 1

HCID 217976434-Cyclopentylbutan-1-ol収率 63%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-Cyclopentyl-butyraldehyde (4.9 g, 35 mmol) was taken up in ethanol (100 mL) and treated slowly with sodium borohydride (1.72 g, 4.54 mmol). The reaction was stirred for three days and quenched with water (10 mL). The reaction was diluted with dichloromethane (200 mL) and washed with water (2×100 mL). The organic phase was dried (MgSO4), filtered, and concentrated to yield an oil. The product was passed through a pad of silica to yield 4-cyclopentyl-butan-1-ol as a colorless oil (3.12 g, 63%).

後処理

  1. customquenched with water (10 mL)
  2. additionThe reaction was diluted with dichloromethane (200 mL)
  3. washwashed with water (2×100 mL)
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto yield an oil

出典と根拠

ORDレコード
ord-1612288e8b024818bf4af09b0642a0cc
出典データセット
uspto-grants-2000_04
特許番号
US06051586

反応ノート

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