Benzenesulfonyl chloride → 2,4-Dimethyldiphenylsulfone

HRID 890853

反応式

HRID 890853 の反応式
[C:1]1([CH3:8])[CH:6]=[CH:5][CH:4]=[C:3]([CH3:7])[CH:2]=1.[C:9]1([S:15](Cl)(=[O:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>[N-](S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O.[N-](S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O.C([N+]1C=CN(C)C=1)CCC.C([N+]1C=CN(C)C=1)CCC.N(S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O.N(S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O.[Zn+2]>[CH3:8][C:1]1[CH:6]=[CH:5][C:4]([S:15]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)(=[O:17])=[O:16])=[C:3]([CH3:7])[CH:2]=1

参加物

5

反応物 2

HCID 7369Benzenesulfonyl chloride2 回HCID 7929M-Xylene

生成物 1

HCID 5210842,4-Dimethyldiphenylsulfone収率 99%

試薬・触媒・溶媒 2

HCID 131725279Zinc(II) bis-triflimide触媒HCID 178448536HCID 178448536、化合物溶媒

実験手順

Zinc(II) bis-triflimide (0.062 g, 1 mol %) was dissolved in [bmim][NTf2] (1.0 g) in a round-bottomed flask equipped with a magnetic stirrer and reflux condenser and m-xylene (2.12 g, 20 mmol) and benzene sulfonyl chloride (1.76 g, 10 mmol) were added. The mixture was heated under reflux for 18 hours and was analysed by-gas chromatographic analysis as in previous examples. All the benzene sulfonyl chloride had reacted and mostly 2,4-dimethyldiphenylsulfone had formed (yield=99%, 20:1 isomer ratio {by NMR}). The major product is shown below, the structure of the minor isomer is not known but is believed to be the 2,6-dimethyl isomer.

後処理

  1. customequipped with a magnetic stirrer
  2. temperaturereflux condenser
  3. temperatureThe mixture was heated
  4. temperatureunder reflux for 18 hours

出典と根拠

ORDレコード
ord-14d171ddedb14683b43bdc6d66b34a20
出典データセット
uspto-grants-2006_02
特許番号
US06998497B2

関連ノート

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