Boron tribromide → 3-Fluoro-4-methylphenol

HRID 6906

반응식

HRID 6906 반응식
[F:1][C:2]1[CH:3]=[C:4]([O:9]C)[CH:5]=[CH:6][C:7]=1[CH3:8].B(Br)(Br)Br>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[CH3:8]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 27745713-Fluoro-4-methylanisole

생성물 1

HCID 27746133-Fluoro-4-methylphenol수율 75.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-70 °C

실험 절차

To a −70° C. solution of 3-fluoro-4-methyl anisole (1.62 g; 11.6 mmol) in CH2Cl2 (10 mL) was added dropwise BBr3 (10 mL; 12 mmol). The reaction mixture was stirred at −70° C. for 10 min, then allowed to warm to 0° C. and stirred at 0° C. for 2 h. The reaction was allowed to warm to RT and concentrated in vacuo and the residue was partitioned between H2O and EtOAc. The organic phase was washed with H2O, dried (Na2SO4) and concentrated in vacuo to give 3-fluoro-4-methyl phenol (1.1 g; 75%) as an oil.

후처리

  1. temperatureto warm to 0° C.
  2. stirringstirred at 0° C. for 2 h
  3. temperatureto warm to RT
  4. concentrationconcentrated in vacuo
  5. customthe residue was partitioned between H2O and EtOAc
  6. washThe organic phase was washed with H2O
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-be3ba95f315f4cc39d451cc115a70d5d
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084162B2

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