4-Methylbenzyl chloride → HCID 19792250, compound

Participants

Reaction Steps

To a solution of 0.07 g of sodium hydride (60% oil dispersion) in 10 ml of N,N-dimethylformamide, there was added dropwise a solution of 0.45 g of 2-chloro-4-(3,4-dichlorophenoxy)phenol in 3 ml of N,N-dimethylformamide with stirring and ice-cooling. After 30 minutes, a solution of 0.22 g of p-methylbenzylchloride in 5 ml of N,N-dimethylformamide was added thereto at room temperature, followed by stirring at the same temperature for 10 hours. The reaction mixture was poured into ice-water and extracted twice with 100 ml of ethyl acetate. The extracts were combined together, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 0.50 g of 4-methyl-1-[2-chloro-4-(3,4-dichlorophenoxy)phenoxy]methylbenzene. Yield, 81%. nD27 :1.6029

Provenance & Evidence