Boron tribromide → 3-Fluoro-4-methylphenol

HRID 480655

반응식

HRID 480655 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-773cb28411f74f21b62a1ac81b99ead0
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653314B2

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