Epichlorohydrin → 2-{[(4-Chloronaphthalen-1-yl)oxy]methyl}oxirane

Participants

Reaction Steps

To a stirred mixture of 44.5 parts of 4-chloro-1-naphthalenol and 115 parts of 2-(chloromethyl)oxirane are added portionwise 17.1 parts of potassium hydroxide (exothermic reaction). When the exothermic reaction is ceased, the whole is heated to reflux and stirred at reflux temperature for 2 hours. Water is added and the whole is extracted twice with trichloromethane. The combined extracts are washed three times with water, dried and evaporated. The residue is distilled, yielding 45.3 parts of 2-[(4-chloro-1-naphthalenyloxy)methyl]oxirane; bp. 150°-151° C. at 0.2 mm. pressure.

Provenance & Evidence