4-Chlorophenol → HCID 23465922, compound

Participants

Reaction Steps

6.9 g (0.3 mol) of sodium metal were added to a solution of 38.6 g (0.3 mol) of 4-chlorophenol in 200 ml of absolute methanol. When the sodium had dissolved completely, the solution was heated under reflux and 33.7 g (0.1 mol) of 1-bromo-3,3-dimethyl-1-pyridin-3-yl-butan-2-one hydrobromide were added. The reaction mixture was heated under reflux overnight. It was allowed to cool and was concentrated in vacuo. The residue was taken up in diethyl ether and the ether mixture was washed twice with 2 N sodium hydroxide solution, once with water and once with saturated sodium chloride solution, dried over sodium sulphate and concentrated. The residue was recrystallized from n-hexane. 18.8 g (62% of theory) of 1-(4-chlorophenoxy)-3,3-dimethyl-1-pyridin-3-yl-butan-2-one of melting point 50° C. were obtained.

Provenance & Evidence