3,5-Dimethylchlorobenzene → 1-(Bromomethyl)-3-chloro-5-methylbenzene

HRID 426122

反応式

HRID 426122 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[CH:3]=1.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.[W]>[Br:10][CH2:9][C:4]1[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([Cl:1])[CH:3]=1

参加物

5

反応物 2

HCID 328873,5-DimethylchlorobenzeneHCID 67184N-bromobutanimide

生成物 1

HCID 123755491-(Bromomethyl)-3-chloro-5-methylbenzene収率 68%

試薬・触媒・溶媒 2

HCID 23964Tungsten触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

The mixture of 1-Chloro-3,5-dimethyl-benzene (32 g, 0.23 mol) and N-bromosuccinimide (40.5 g, 0.23M) in carbon tetrachloride (400 ml) was refluxed for 3 hr under a light of 500 W tungsten light. After cooling to room temperature, the mixture was filtered and the filtrate was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, hexane) to afford 33 g (68%) of a white solid. 1H NMR (200 MHz, CDCl3) δ: 2.32 (3H, s), 4.39 (2H, s), 7.10 (2H, s), 7.18 (1H, s).

後処理

  1. filtrationthe mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. customthe residue was purified by silica gel column chromatography (eluent, hexane)

出典と根拠

ORDレコード
ord-4fa415f113bc427290a74a36b5a339d3
出典データセット
uspto-grants-2012_01
特許番号
US08106064B2

関連ノート

読み込み中…