Carbon Tetrachloride → 4-(Bromomethyl)-3-chlorobenzene-1-sulfonyl chloride

HRID 1197656ノート

反応式

HRID 1197656 の反応式
[Br:1]N1C(=O)CCC1=O.Cl[C:10]1[CH:11]=[C:12](C)[CH:13]=[CH:14][C:15]=1[S:16]([Cl:19])(=[O:18])=[O:17].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[C:39]([Cl:43])(Cl)(Cl)Cl>>[Cl:43][C:39]1[CH:10]=[C:15]([S:16]([Cl:19])(=[O:18])=[O:17])[CH:14]=[CH:13][C:12]=1[CH2:11][Br:1]

参加物

5

反応物 4

HCID 5943Carbon TetrachlorideHCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 2890812-Chloro-4-methylbenzene-1-sulfonyl chloride

生成物 1

HCID 193849654-(Bromomethyl)-3-chlorobenzene-1-sulfonyl chloride収率 14%

実験手順

N-Bromosuccinimide (13.76 g, 76 mmol) was added to a stirred solution of 3-chloro-4-toluenesulphonyl chloride (12 g, 76 mmol) in CCl4 (120 ml) under argon. After one hour benzoyl peroxide (0.92 g, 3.8 mmol) was added and the reaction mixture refluxed overnight. The mixture was allowed to cool, the resulting white precipitate filtered off and the filtrate evaporated to a yellow oil. Purification of the residue by chromatography over silica gel (3% ethyl acetate in hexane) afforded 3-chloro-4-bromomethylphenylsulphonyl chloride (3.3 g, 14 %) as a colourless ol.

後処理

  1. temperaturethe reaction mixture refluxed overnight
  2. temperatureto cool
  3. filtrationthe resulting white precipitate filtered off
  4. customthe filtrate evaporated to a yellow oil
  5. customPurification of the residue by chromatography over silica gel (3% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-9bebd459c6004f568249fdc1c8a5e7f2
出典データセット
uspto-grants-1994_01
特許番号
US05276153

反応ノート

読み込み中…