Sodium borohydride → HCID 59370515、化合物

HRID 2046651ノート

反応式

HRID 2046651 の反応式
[F:1][C:2]1[C:9]([CH:10]=[O:11])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1.FC1C=CC(C#N)=C(C(F)(F)F)C=1C=O.[BH4-].[Na+]>O1CCCC1.[Cl-].[Na+].O>[F:1][C:2]1[C:9]([CH2:10][OH:11])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:12]([F:13])([F:14])[F:15])[CH:3]=1

参加物

6

反応物 3

HCID 4311764Sodium borohydrideHCID 713331064-Fluoro-3-formyl-2-(trifluoromethyl)benzonitrileHCID 862572524-Fluoro-5-formyl-2-(trifluoromethyl)benzonitrile

生成物 1

HCID 59370515HCID 59370515、化合物収率 44.7%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

To a solution (15 mL) of a mixture (1.01 g) of 4-fluoro-5-formyl-2-(trifluoromethyl)benzonitrile and 4-fluoro-3-formyl-2-(trifluoromethyl)benzonitrile (3:1) in tetrahydrofuran was added sodium borohydride (400 mg) at 0° C., and the mixture was stirred at room temperature for 12 hr. Saturated brine was added to the reaction mixture, and the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate=5:1→1:4) to give the title compound as a yellow oil (yield: 456 mg).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate=5:1→1:4)

出典と根拠

ORDレコード
ord-e29e1666441f44a3bd3e3e7fb7beeb73
出典データセット
uspto-grants-2013_11
特許番号
US08592452B2

反応ノート

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