Thionyl Chloride → HCID 12962150, compound

Participants

Reaction Conditions

Reaction Steps

11-Hydroxy-2-methoxy-6,11-dihydrodibenz[b,e]oxepin (13.85 g, 0.057 mole) is dissolved in anhydrous ether (180 ml) and cooled to 5° C. under a dry nitrogen atmosphere. Thionyl chloride (7.37 g; 0.062 mole) in ether (20 ml) is added dropwise while maintaining the temperature below 5° C. (Near the end of the addition a solid precipitates from the solution). The reaction is stirred at ambient temperature for 3 hours and filtered. The filtrate is removed in vacuo to give a solid which is combined with the filtered solid and recrystallized from cyclohexane to provide 10.5 g (70%) of crystals of 11-chloro-2-methoxy-6,11-dihydrodibenz[b,e]oxepin, m.p. 133°-134.5° C.

Provenance & Evidence