反应详情

A solution of 2-diethylaminoethyl chloride [obtained from 15.5 g (0.09 mole) of 2-diethylaminoethyl chloride hydrochloride] in 100 ml of toluene (dried over molecular sieves) is added to a mixture of 6.4 g (0.03 mole) of 2,7-dihydroxyfluoren-9-one and 3.3 g (0.06 mole) of sodium methoxide in 200 ml of toluene (dried over molecular sieves). This mixture is heated to reflux with stirring for three hours. Upon cooling, the mixture is filtered to remove the precipitated sodium chloride. The toluene solution is washed three times with water, then once with a saturated sodium chloride solution and dried over anhydrous magnesium sulfate. This mixture is filtered, and the filtrate acidified to Congo Red with ethereal hydrogen chloride. The solid which precipitates is filtered, recrystallized from butanone with enough methanol added to effect solution, and the product dried at 100°C for 24 hours under vacuum to give 2,7-bis(2-diethylaminoethoxy)fluoren-9-one dihydrochloride. M.P. 235°-237°C.

1. temperatureThis mixture is heated
2. temperatureto reflux
3. temperatureUpon cooling
4. filtrationthe mixture is filtered
5. customto remove the precipitated sodium chloride
6. washThe toluene solution is washed three times with water
7. dry with materialonce with a saturated sodium chloride solution and dried over anhydrous magnesium sulfate
8. filtrationThis mixture is filtered
9. customThe solid which precipitates
10. filtrationis filtered
11. customrecrystallized from butanone with enough methanol
12. additionadded to effect solution
13. customthe product dried at 100°C for 24 hours under vacuum