Phosphorus tribromide → 2-Chloro-5-fluorobenzyl bromide

HRID 524120노트

반응식

HRID 524120 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]>COCCOC.O>[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 2

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

생성물 1

HCID 27736232-Chloro-5-fluorobenzyl bromide

시약·촉매·용매 2

HCID 962Water용매HCID 80711,2-Dimethoxyethane용매2회

실험 절차

To a solution of (2-chloro-5-fluorophenyl)methanol (24, 25.5 g, 159 mmol) in dry DME (200 mL) at 0° C. was added a solution of PBr3 (25.8 g, 95.2 mmol) in dry DME (150 mL) dropwise. The mixture was then slowly warmed up to RT and stirred at RT for another 3 h. The mixture was diluted with water (300 mL), and extracted with 1:1 petroleum-ether-EtOAc (200 mL×2). The combined extracts were washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated to give 2-(bromomethyl)-1-chloro-4-fluorobenzene (25).

후처리

  1. extractionextracted with 1:1 petroleum-ether-EtOAc (200 mL×2)
  2. washThe combined extracts were washed with saturated NaHCO3 and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d7b43e06853d484ebe69d8d073c77401
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340523B2

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