Dichloromethane → 2-CHLORO-1-(p-t-BUTYLPHENYLSULFONYL)ETHYL PHENYL SULFIDE

反応式

[CH:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:8][CH:7]=1)(=[O:5])=[O:4])=[CH2:2].[C:16]1([S:22]Cl)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(Cl)[Cl:25]>>[C:16]1([S:22][CH:1]([S:3]([C:6]2[CH:11]=[CH:10][C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:8][CH:7]=2)(=[O:5])=[O:4])[CH2:2][Cl:25])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

反応物 3

HCID 6344Dichloromethane

HCID 8793221-Tert-butyl-4-(ethenesulfonyl)benzene

HCID 11008040Benzenesulfenyl chloride

生成物 1

HCID 130448082-CHLORO-1-(p-t-BUTYLPHENYLSULFONYL)ETHYL PHENYL SULFIDE収率 86%

実験手順

To a solution of 21.0 g (93.7 moles) of p-t-butylphenyl vinyl sulfone in 100 ml of methylene chloride at 20° C. was added 14.0 ml (17,5 g, 121 mmoles) of benzenesulfenyl chloride. After 75 minutes the initial red color of the solution had changed to orange. In the same time the temperature of the solution rose to 26° C. After three days at 23° C. the solvent was removed by evaporation. The semicrystalline residue was recrystallized from ethyl acetate-pentane (1:2) to give a first crop of 18.3 g (53%), m.p. 104.0°-105.5° C. and subsequent crops of 8.3 and 3.0 g, for a total yield of 86%.