4-Chloro-3-methylphenol → HCID 131711334, compound

Participants

Reaction Steps

As described in Example 30, a mixture of 2.86 g of 4-chloro-3-methylphenol, 0.80 g of 60% sodium hydride-oil dispersion, 3.32 g of potassium iodide, one ml of hexamethylphosphoramide and 8.52 g of methyl bromo{p-[3-(p-chlorophenoxy)propoxy]phenyl}acetate in 70 ml of tetrahydrofuran is refluxed for 18 hours and worked-up to give 10.1 g of gum. The gum is crystallized from petroleum ether containing a small amount of ether to give 7.7 g of white crystals. Purification by chromatography over silica gel with dichloromethane and recrystallization from petroleum ether-ether and benzene-hexane gives crystals, mp 74°-76° C.

Provenance & Evidence