Benzoyl Peroxide → 2-(Bromomethyl)-1-chloro-3-iodobenzene

HRID 2078340ノート

反応式

HRID 2078340 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([I:8])[C:3]=1[CH3:9].[Br:10]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:10][CH2:9][C:3]1[C:4]([I:8])=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1]

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27576171-Chloro-3-iodo-2-methylbenzene

生成物 1

HCID 670999852-(Bromomethyl)-1-chloro-3-iodobenzene収率 96%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
70 °C

実験手順

A mixture of 1-chloro-3-iodo-2-methylbenzene (11 g, 44 mmol) in 60 mL CCl4 was stirred at 70° C. and treated with 1-bromopyrrolidine-2,5-dione (12 g, 65 mmol) and dibenzoyl peroxide (1.1 g, 4.4 mmol) slowly. The resulting mixture was refluxed for 15 hours. The mixture was cooled to room temperature, filtered through a plug of Celite, and washed with 10% EtOAc/hexane. The organic was concentrated and purified by column chromatography (0-10% EtOAc/hexane) to give 14 g pink solid.

後処理

  1. temperatureThe resulting mixture was refluxed for 15 hours
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationfiltered through a plug of Celite
  4. washwashed with 10% EtOAc/hexane
  5. concentrationThe organic was concentrated
  6. custompurified by column chromatography (0-10% EtOAc/hexane)

出典と根拠

ORDレコード
ord-8135a14ce5794e5d89d799cabe28e715
出典データセット
uspto-grants-2011_04
特許番号
US07928139B2

反応ノート

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