Phosphorus tribromide → 2-Chloro-5-fluorobenzyl bromide

HRID 524120ノート

反応式

HRID 524120 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 27736232-Chloro-5-fluorobenzyl bromide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d7b43e06853d484ebe69d8d073c77401
出典データセット
uspto-grants-2016_05
特許番号
US09340523B2

反応ノート

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