Sodium borohydride → (1-Phenylcyclopentyl)methanol

HRID 1409552

反応式

HRID 1409552 の反応式
[BH4-].[Na+].[C:3]1([C:9]2([CH:14]=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([C:9]2([CH2:14][OH:15])[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 110951241-Phenylcyclopentane-1-carbaldehyde

生成物 1

HCID 123544(1-Phenylcyclopentyl)methanol収率 79.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

NaBH4 (3.2 g, 86.2 mmol) was added portion wise to a cooled (ice bath) solution of 1-phenyl-cyclopentanecarbaldehyde (7.5 g, 43.1 mmol) in methanol (100 ml) and then stirred for 16 h at RT. After completion of the reaction, it was quenched with saturated ammonium chloride solution and the methanol under reduced pressure. The mixture was diluted with water, extracted with EtOAc, washed with water, brine, dried (Na2SO4) and evaporated to dryness under reduced pressure. Chromatography (15% EtOAc in hexanes) provided (1-phenyl-cyclopentyl)-methanol as a white solid (6 g, 79.8%).

後処理

  1. customAfter completion of the reaction, it
  2. customwas quenched with saturated ammonium chloride solution
  3. additionThe mixture was diluted with water
  4. extractionextracted with EtOAc
  5. washwashed with water, brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-091ce8b74e79417386d1143d35765396
出典データセット
uspto-grants-2014_12
特許番号
US08921388B2

関連ノート

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