Originator
Somagest,Riom,France,1972
Manufacturing Process
There is heated under reflux with stirring for 10 hours: 117 g of (2-phenyl-2-isoamyloxy)ethyl bromide, 61.5g of pyrrolidine and 250 ml of toluene.
After filtration of the pyrrolidine hydrobromide, the toluene is removed under
reduced pressure. The residue is then taken up with 4 N HCl. The aqueous
solution is washed with ether. It is made alkaline by a solution of 50% NaOH.
It is extracted with ether. The ethereal phase is dried over anhydrous sodium
sulfate, and rectified under reduced pressure after removing the solvent.
There is thus obtained 90 g of a colorless oil with an amine odor.
The hydrochloride is prepared in the usual manner by dissolving the amine in
anhydrous ether and adding to it the requisite amount of dry gaseous
hydrochloric acid, dissolved in absolute alcohol. There is obtained a white
crystalline powder melting at 150°C, very soluble in water and alcohol, very
slightly soluble in ether and ethyl acetate.
The starting material above is prepared by reacting styrene with isoamyl
alcohol and then reacting that product with t-butyl hypobromite.
