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

HRID 1042347

反応式

HRID 1042347 の反応式
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:9].C1C(=O)N([Br:17])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=1[Cl:1]

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 328851-Chloro-2,6-dimethylbenzeneHCID 67184N-bromobutanimide

生成物 1

HCID 153644661-(Bromomethyl)-2-chloro-3-methylbenzene

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A solution of 2-chloro-m-xylene (5.00 g, 35.60 mmol), NBS (5.70 g, 32.03 mmol), and a catalytic amount of benzoyl peroxide (100 mg) in CCl4 was refluxed for 1 hour. After cooling to room temperature the resulting mixture was filtered and the filtrate was distilled off. Purification by column chromatography using pentane as the eluant followed by distillation afforded the title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3.) δ 2.39 (s, 3H), 4.61 (s, 2H), 7.08-7.23 (m, 2H), 7.25-7.30 (m, 1H).

後処理

  1. filtrationwas filtered
  2. distillationthe filtrate was distilled off
  3. customPurification by column chromatography
  4. distillationfollowed by distillation

出典と根拠

ORDレコード
ord-e569125c88214a4ab8e24fa7f3a77c0e
出典データセット
uspto-grants-2013_10
特許番号
US08557853B2

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