Phenol → HCID 13284250, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 307 g (1.62 mol) 2,5-dichloroacetophenone, 193 g (2.05 mol) of phenol, 302 g (2.19 mol) of potassium carbonate and 15 g (0.24 mol) of copper powder was stirred at 130° C. for 10 hours. The reaction mixture was cooled to room temperature, diluted with 500 mL of methyl tert-butyl ether and filtered. The filtered solid was washed with methyl tert-butyl ether and was discarded. The filtrate was washed twice with 500 mL of 1 M aqueous sodium hydroxide. The organic layer was extracted, dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was mixed with 350 mL of methanol and stirred at 10° C. for 30 minutes. The resulting suspension was filtered, and the solid was washed with cold methanol, to obtain 236 g of 5-chloro-2-phenoxyacetophenone (compound XV) as an off-white solid. Yield: 58.9%.

Provenance & Evidence