Phosphorus tribromide → 4'-(Bromomethyl)-2'-fluorobiphenyl-2-carbonitrile

HRID 1412260노트

반응식

HRID 1412260 반응식
[F:1][C:2]1[CH:7]=[C:6]([CH2:8]O)[CH:5]=[CH:4][C:3]=1[C:10]1[C:11]([C:16]#[N:17])=[CH:12][CH:13]=[CH:14][CH:15]=1.P(Br)(Br)[Br:19].C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[Br:19][CH2:8][C:6]1[CH:5]=[CH:4][C:3]([C:10]2[C:11]([C:16]#[N:17])=[CH:12][CH:13]=[CH:14][CH:15]=2)=[C:2]([F:1])[CH:7]=1

참가 물질

5

반응물 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 670099902'-Fluoro-4'-(hydroxymethyl)biphenyl-2-carbonitrile

생성물 1

HCID 670084324'-(Bromomethyl)-2'-fluorobiphenyl-2-carbonitrile수율 100%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution (150 mL) of 2′-fluoro-4′-(hydroxymethyl)biphenyl-2-carbonitrile (14.1 g) in toluene was added phosphorus tribromide (18.7 g) at room temperature, and the mixture was stirred for 16 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the solvent was evaporated under reduced pressure, and the residue was extracted with ethyl acetate, and the obtained ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a colorless solid (15.3 g, 100%).

후처리

  1. customthe solvent was evaporated under reduced pressure
  2. extractionthe residue was extracted with 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 obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-d94e336287aa494c9d6bfb9ac8dae557
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921379B2

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