反应详情

In a three necked 1 liter round bottom reaction vessel equipped with a mechanical stirrer and reflux condenser were placed 97.5 g (0.3 mol) of the compound of Example 8 and 200 ml of hexamethylphosphoric-triamide. The mixture was heating with stirring under nitrogen at 80°-90° C. till the solid dissolved. To this solution was added with stirring 252 g (3 mol) sodium bicarbonate powder. Over a period of about 0.5 hour 29.4 ml of an 80% w/w solution of propargyl bromide in toluene (0.315 mol propargyl bromide) were added with stirring. After the reaction had run for 21 hours an additional 4 ml of the propargyl bromide solution in toluene (0.043 mol propargyl bromide) was added and the reaction continued for an additional 68 hours. The reaction mixture was then cooled and diluted with 1 liter of ethyl acetate. The mixture was transferred to a separatory funnel, cross-washed with water/brine, then with a 2 molor aqueous citric acid and again with brine. The organic layer was dried over anhydrous magnesium sulfate, clarified and evaporated to yield 108 g of a dark oil which was purified by chromatography over silica gel to yield a solid which was recrystallized from ethyl acetate/hexane. M.p. 168°-170° C.

1. customIn a three necked 1 liter round bottom reaction vessel equipped with a mechanical stirrer
2. temperaturereflux condenser
3. temperatureThe mixture was heating
4. dissolutiondissolved
5. additionTo this solution was added
6. stirringwith stirring
7. waitthe reaction continued for an additional 68 hours
8. temperatureThe reaction mixture was then cooled
9. customThe mixture was transferred to a separatory funnel
10. washcross-washed with water/brine
11. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
12. customevaporated