Potassium Iodide → 1-(Bromomethyl)-3-chloro-5-methylbenzene

HRID 1194722

反応式

HRID 1194722 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH3:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Br:10]N1C(=O)CCC1=O.[I-].[K+]>C1C=CC=CC=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([CH3:9])[CH:3]=1)[CH2:8][Br:10]

参加物

6

反応物 3

HCID 4875Potassium IodideHCID 328873,5-DimethylchlorobenzeneHCID 67184N-bromobutanimide

生成物 1

HCID 123755491-(Bromomethyl)-3-chloro-5-methylbenzene収率 109.1%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 241Benzene溶媒

実験手順

A solution of 5-chloro-m-xylene (59.3 g) and dibenzoyl peroxide (5.0 g) in 1.13 L of benzene was heated at reflux. N-Bromosuccinimide (82.2 g) was added in portions over 15 minutes. Heating was continued for an additional 20 minutes until a negative potassium iodide reaction was observed. The reaction mixture was cooled, evaporated and then titurated with hexane (500 ml). The precipitated succinimide was removed by filtration and washed with additional hexane. Concentration afforded 101 g of crude 3-chloro-5-methylbenzyl bromide.

後処理

  1. temperatureat reflux
  2. temperatureHeating
  3. temperatureThe reaction mixture was cooled
  4. customevaporated
  5. customThe precipitated succinimide was removed by filtration
  6. washwashed with additional hexane
  7. concentrationConcentration

出典と根拠

ORDレコード
ord-1cf85b3a1f3445a68f29f1be99623e2a
出典データセット
uspto-grants-1989_03
特許番号
US04816469

関連ノート

読み込み中…