Phosphorus tribromide → 2-Chloro-5-fluorobenzyl bromide

HRID 607313노트

반응식

HRID 607313 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH2:9]O.P(Br)(Br)[Br:12].C(=O)(O)[O-].[Na+]>ClCCl>[Br:12][CH2:9][C:3]1[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=1[Cl:1]

참가 물질

5

반응물 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 2773605(2-Chloro-5-fluorophenyl)methanol

생성물 1

HCID 27736232-Chloro-5-fluorobenzyl bromide수율 82.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (2-chloro-5-fluoro-phenyl)-methanol (5.0 g, 31.1 mmol) in dichloromethane (40 mL) was added drop wise phosphorus tribromide (87 g, 31.1 mmol). The mixture was stirred at room temperature for 16 h. The reaction was poured onto ice/water. The aqueous phase was made basic with sodium bicarbonate. The aqueous phase was extracted with dichloromethane. The organic phase was concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with (hexanes/ethyl acetate 90:10) to give the title compound (5.75 g, 82.5%).

후처리

  1. additionThe reaction was poured onto ice/water
  2. extractionThe aqueous phase was extracted with dichloromethane
  3. concentrationThe organic phase was concentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with (hexanes/ethyl acetate 90:10)

출처 및 근거

ORD 기록
ord-09fa35d3b6fb49a18d207ff5c48622fd
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915411B2

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