Sodium borohydride → 4'-(Hydroxymethyl)-3'-(trifluoromethyl)biphenyl-2-carbonitrile

HRID 519499노트

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HRID 519499 반응식
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]#[N:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][C:4]=1[C:17]([F:20])([F:19])[F:18])=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]#[N:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][C:4]=1[C:17]([F:18])([F:19])[F:20]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 866440264'-Formyl-3'-(trifluoromethyl)biphenyl-2-carbonitrile

생성물 1

HCID 670098594'-(Hydroxymethyl)-3'-(trifluoromethyl)biphenyl-2-carbonitrile수율 96.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution (50 mL) of 4′-formyl-3′-(trifluoromethyl)biphenyl-2-carbonitrile (3.2 g) in methanol was added sodium borohydride (0.66 g), and the mixture was stirred at room temperature for 1 hr. After evaporation of the solvent under reduced pressure, the residue was extracted with water and ethyl acetate. The obtained ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (3.1 g, 95%).

후처리

  1. customAfter evaporation of the solvent under reduced pressure
  2. extractionthe residue was extracted with water and ethyl acetate
  3. washThe obtained ethyl acetate layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-0a53a6172c56425bb6ce478432861d3e
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115136B2

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