N-bromobutanimide → 2-(Bromomethyl)-1-chloro-4-iodobenzene

HRID 70244ノート

反応式

HRID 70244 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][C:3]=1[CH3:9].[Br:10]N1C(=O)CCC1=O>ClCCl.O.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:10][CH2:9][C:3]1[CH:4]=[C:5]([I:8])[CH:6]=[CH:7][C:2]=1[Cl:1]

参加物

6

反応物 2

HCID 67184N-bromobutanimideHCID 42009962-Chloro-5-iodotoluene

生成物 1

HCID 117390382-(Bromomethyl)-1-chloro-4-iodobenzene収率 97.3%

試薬・触媒・溶媒 3

HCID 6547Azobisisobutyronitrile触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 2-chloro-5-iodotoluene (4.07 g, 16.12 mmol), N-bromosuccinimide (3.16 g, 17.73 mmol) in dichloromethane (258 mL) and water (258 mL) was added 2,2′-azodiisobutyronitrile (0.132 g, 0.81 mmol). The reaction mixture was irradiated with a halogen sun lamp (150 watt) for 2 h and then cooled to room temperature. The two-phase reaction mixture was separated, and the aqueous layer was extracted with dichloromethane (50 mL). The combined organic layers were washed with water (2×150 mL), dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as an orange oil (5.20 g).

後処理

  1. customThe reaction mixture was irradiated with a halogen sun lamp (150 watt) for 2 h
  2. customThe two-phase reaction mixture
  3. customwas separated
  4. extractionthe aqueous layer was extracted with dichloromethane (50 mL)
  5. washThe combined organic layers were washed with water (2×150 mL)
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b862707337964a4b86f36c2f868d1800
出典データセット
uspto-grants-2014_09
特許番号
US08822521B2

反応ノート

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