반응 #78312

반응 방정식

N-chlorosuccinimide

Triethylamine

N-chlorosuccinimide

3,5-Dimethylthiophenol

HCl

→

title compound

수율 64.0%

N-(3,5-Dimethylphenylthio)succinimide

수율 64.0%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도cooled
2. 2
   기타reaction
3. 3
   workup.STIRRINGwhile stirring for 15 minutes
4. 4
   workup.STIRRINGAfter shaking
5. 5
   기타organic layer was dried
6. 6
   농축concentrated to a small volume
7. 7
   기타After evaporation of the solvent
8. 8
   기타the residue was triturated with diethyl ether

실험 절차

3,5-Dimethylthiophenol (2.76 g, 0.02 mol) was added by a syringe to an ice cooled mixture of N-chlorosuccinimide (3.34 g, 0.025 mol) and anhydrous dichloromethane (30 mL) under argon atmosphere. After 1 hour, N-chlorosuccinimide (0.4 g, 0.003 mol) was added, then reaction was stirred for 2.5 hours. Triethylamine (3.9 mL, 0.028 mol) was added while stirring for 15 minutes, then dichloromethane and 1N HCl were added. After shaking, organic layer was dried, concentrated to a small volume and passed through a Celite® column. After evaporation of the solvent, the residue was triturated with diethyl ether to give 3.0 g (64%) of title compound, mp 131-134° C. (from diethyl ether).

출처