Maleic Acid → 1-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine maleate

Participants

Reaction Steps

660 g of crude 1-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine are dissolved in 3.0 l of acetone under an argon atmosphere while warming slightly (to about 40°). The solution obtained is cooled to about 10° and treated while stirring with a solution, pre-cooled to about 10°, of 264.0 g of maleic acid in 1.6 l of acetone and diluted with 4.0 l of n-hexane while passing argon through the mixture. After 15 hours at room temperature and with the exclusion of light, the resulting crystal slurry is filtered under suction, washed twice with 1.0 l of petroleum ether each time and dried at room temperature in a vacuum drying oven for 20 hours. There is obtained 1-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine maleate of melting point 127°-129°. By concentration of the mother liquor to about 1 l there is obtained a second portion of melting point 123° -125°.

Provenance & Evidence