Stakane,Dausse,France,1977
A mixture of 18.65 g (0.05 mol) of allyl 2-(7'-trifluoromethy-4'-
quinolylamino)benzoate, 16.2 g (0.059 mol) of 2-(4'-mtrifluoromethylphenylpiperazino)
ethanol, 150 ml of anhydrous toluene and
0.03 g of sodium is heated under reflux for 2 ? hours, while the allyl alcohol
formed during the reaction is slowly removed by distillation. A slight amount
of insoluble matter is filtered off and the toluene is evaporated from the
filtrate. The residue is dissolved in a mixture of methylene chloride and
acetone (8:2) and this solution is passed through a silica column. Elution is
carried out with the same mixture of solvents and the eluate is collected in 50ml fractions. These fractions are examined by thin layer chromatography.
Those which contain the desired almost pure ester are combined and the
solvent is driven off from them. The residual product is triturated in a mixture
of ether and petroleum ether, filtered off and dried. 16.8 g (yield 57%) of 2-
(4'-m-trifluoromethylphenylpiperazino)ethyl 2-(7'-trifluoromethyl-4'-
quinolylamino)benzoate, melting point 88° to 90°C, are thus isolated.
