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

HRID 2399924노트

반응식

HRID 2399924 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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, 3.8i 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% ethyi acetate in hexane) afforded 3-chloro-4-bromomethylphenylsulphonyl chloride (3.3 g, 14%) as a colourless oil.

후처리

  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% ethyi acetate in hexane)

출처 및 근거

ORD 기록
ord-09312d978a814ace873a93a413821fc3
출처 데이터셋
uspto-grants-1995_09
특허 번호
US05451676

반응 노트

불러오는 중…