Triphenylphosphine → 1-(3-Bromopropyl)-2-(trifluoromethyl)benzene

HRID 1093351노트

반응식

HRID 1093351 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:34]N1C(=O)CCC1=O>C(Cl)Cl>[Br:34][CH2:11][CH2:10][CH2:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:14])([F:13])[F:1]

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 223876903-[2-(Trifluoromethyl)phenyl]propan-1-ol

생성물 1

HCID 196884751-(3-Bromopropyl)-2-(trifluoromethyl)benzene수율 80.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Compound 24-1 (5.07 g) was dissolved in methylene chloride (50 ml), triphenylphosphine (7.24 g) and N-bromosuccinimide (4.86 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 4.5 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (100 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (5.32 g) as a colorless oil.

후처리

  1. temperaturecooling
  2. temperaturecooling for 4.5 hr
  3. washThe reaction mixture was washed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. additionDiethyl ether (100 ml) was added
  7. filtrationthe precipitated triphenylphosphine oxide was filtered off
  8. concentrationThe concentrate of the filtrate
  9. customwas purified by silica gel column chromatography (hexane alone)

출처 및 근거

ORD 기록
ord-f8e97c5cfe184b449e86c0cf63fb5e3f
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129361B2

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