Triphenylphosphine → 1-(3-Bromopropyl)-4-(methylsulfanyl)benzene

HRID 1093501노트

반응식

HRID 1093501 반응식
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11]O)=[CH:5][CH:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:32]N1C(=O)CCC1=O>C(Cl)Cl>[Br:32][CH2:11][CH2:10][CH2:9][C:6]1[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=1

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 122566073-(4-Methylsulfanyl-phenyl)-propan-1-OL

생성물 1

HCID 534339901-(3-Bromopropyl)-4-(methylsulfanyl)benzene수율 89.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Compound 96-1 (940 mg) was dissolved in methylene chloride (20 ml), triphenylphosphine (1.43 g) and N-bromosuccinimide (966 mg) were added under ice-cooling, and the mixture was stirred under ice-cooling for 1 hr, and at room temperature for 18 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 (50 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography to give the object product (1.13 g) as a colorless oil.

후처리

  1. temperaturecooling
  2. temperaturecooling for 1 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 (50 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

출처 및 근거

ORD 기록
ord-f916ec7bc34e4fbe9735788bceb69b07
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129361B2

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