Plausitin,Carlo Erba,Italy,1975
Sodium methoxide (1.2 g) in dimethylformamide (150 ml) was stirred with
3,5-dimethoxy-4'-chloro-4-hydroxybenzophenone (6 g) in dimethylformamide
(50 ml), for 2 hours at 120°C. The reaction mixture was then treated with β-
morpholinoethyl chloride (3.4 g) and heated for 1 hour at 140C, then
evaporated to dryness, and treated with water to give a solid material. The
mixture was filtered, washed and crystallized from cyclohexane to give 3,5-
dimethoxy-4'-chloro-4-(β-morpholinoethoxy)-benzophenone (6.5 g), MP 91°C
to 92°C. The product was then reacted at about 0°C with gaseous hydrogen
chloride in ether to give, after crystallization from isopropanol, the
corresponding hydrochloride which had a MP of 187.9°C.