1-Chloro-4-(chloromethyl)benzene → HCID 19938671, compound

Reaction equation

[H-].[Na+].[CH3:3][CH:4]1[CH2:8][CH2:7][CH:6]([C:9](OC)=O)[C:5]1=[O:13].[Cl:14][C:15]1[CH:22]=[CH:21][C:18](CCl)=[CH:17][CH:16]=1>C1C=CC=CC=1>[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:9][CH:6]2[CH2:7][CH2:8][CH:4]([CH3:3])[C:5]2=[O:13])=[CH:17][CH:16]=1

Participants

Procedure

Into 126 ml of anhydrous benzene, 3.04 g of sodium hydride (prepared by washing 60 % oily sodium hydride with anhydrous benzene) were added, and then 18 g of methyl 3-methyl-2-oxocyclopentanecarboxylate were added to the thus formed mixture. After stirring the whole mixture for one hour at room temperature, 21.5 g of 4-chlorobenzyl chloride were added to the mixture and the thus obtained mixture was refluxed for 6 hours in an oil bath at 90° C.