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

HRID 1412214ノート

反応式

HRID 1412214 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-72184b79e10141f9a54afad27b5bb0d2
出典データセット
uspto-grants-2014_12
特許番号
US08921379B2

反応ノート

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