Sodium borohydride → HCID 59370515, 화합물

HRID 2046651노트

반응식

HRID 2046651 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 59370515HCID 59370515, 화합물수율 44.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-e29e1666441f44a3bd3e3e7fb7beeb73
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592452B2

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