Phosphorus tribromide → 4-(Bromomethyl)-3-(trifluoromethyl)phenyl phenylmethyl ether

HRID 1946375노트

반응식

HRID 1946375 반응식
[C:1]1([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15]O)=[C:11]([C:17]([F:20])([F:19])[F:18])[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Br)(Br)[Br:22].C(=O)([O-])O.[Na+]>C(Cl)Cl>[C:1]1([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][Br:22])=[C:11]([C:17]([F:20])([F:19])[F:18])[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 595479924-Benzyloxy-2-(trifluoromethyl)benzayl alcohol

생성물 1

HCID 667703034-(Bromomethyl)-3-(trifluoromethyl)phenyl phenylmethyl ether

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a solution of [4-[(phenylmethyl)oxy]-2-(trifluoromethyl)phenyl]methanol (for a preparation see Intermediate 18)(3.11 g, 11.02 mmol) in DCM (40 ml) under nitrogen in an ice-water bath was added a solution of phosphorus tribromide (1.09 ml, 11.6 mmol, Aldrich) in DCM (20 ml). The solution was allowed to warm to ambient temperature and stirred for 1.5 h. The reaction mixture was poured onto ice-water (150 ml) and saturated aqueous sodium hydrogen carbonate (75 ml). The mixture was diluted with dichloromethane (100 ml), and the phases separated. The aqueous extract was washed with dichloromethane (50 ml). The combined organic extracts were washed with water (50 ml), dried (MgSO4), filtered and the solvent removed in vacuo to give 4-(bromomethyl)-3-(trifluoromethyl)phenyl phenylmethyl ether as a white solid (2.96 g).

후처리

  1. customthe phases separated
  2. extractionThe aqueous extract
  3. washwas washed with dichloromethane (50 ml)
  4. washThe combined organic extracts were washed with water (50 ml)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-b72b3cff62a14a51ab68b2b7d4460b63
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399436B2

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