Chlorosuccinimide → Ethyl 5-chloro-3,3-dimethyl-5-phenylthiopentanoate
Reaction equation
[CH3:1][C:2]([CH3:17])([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[S:5].[Cl:18]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:18][CH:10]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[CH2:9][C:2]([CH3:1])([CH3:17])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[S:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1.06 g (3.09 mmol) of ethyl 3,3-dimethyl-5-phenylthiopentanoate in 10 ml of carbon tetrachloride was added 590 mg (4.4 mmol) of 1-chloro-2,5-pyrrolidinedione, and the mixture was stirred at room temperature for 2 hours. The mixture was filtered, and the filtrate concentrated to give ethyl 5-chloro-3,3-dimethyl-5-phenylthio-pentanoate as an oil.