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Boron tribromide → 2-Bromo-3-fluorophenol

HRID 456437
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HRID 456437 반응식
[Br:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9]C.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 27793182-Bromo-3-fluoroanisole

생성물 1

HCID 121757012-Bromo-3-fluorophenol수율 100.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-78 °C

실험 절차

2-Bromo-3-fluoro anisole (10 g, 48.77 mmol) was dissolved in DCM (200 mL) and cooled to about −78° C. To the solution was added BBr3 (11.53 mL, 121.9 mmol) in one portion. The mixture was warmed to r.t. and stirred overnight. The mixture was partitioned between water and DCM (50 mL), and the aqueous layer was back extracted with DCM (200 mL). The combined organics were dried (NaSO4), filtered and concentrated to give about 9.32 g of the product as a dark oil. MS found 188.9 (M−1)

후처리

  1. temperatureThe mixture was warmed to r.t.
  2. customThe mixture was partitioned between water and DCM (50 mL)
  3. extractionthe aqueous layer was back extracted with DCM (200 mL)
  4. dry with materialThe combined organics were dried (NaSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-54439269130d44049780b801b96807af
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07186715B2

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