Sodium borohydride → (1-Phenylcyclopentyl)methanol

HRID 1409552

반응식

HRID 1409552 반응식
[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

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 110951241-Phenylcyclopentane-1-carbaldehyde

생성물 1

HCID 123544(1-Phenylcyclopentyl)methanol수율 79.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-091ce8b74e79417386d1143d35765396
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921388B2

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