Isethionic Acid → 1-(3,5-Bistrifluoromethylphenyl)-3-(4-tert-butylpiperidino)prop-1-yne 2-hydroxyethanesulphonate

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A solution of 1-(3,5-bistrifluoromethylphenyl)-3-(4-tert-butylpiperidino)prop-1-yne (6.1 g) in ethyl acetate (20 ml) was treated with 2-hydroxyethanesulphonic acid (2.19 g) in ethyl acetate (20 ml). Evaporation of the solvent gave a waxy solid, m.p. 107°-109° C., which was recrystallised from a mixture of ethyl acetate and diethyl ether to give 1-(3,5-bistrifluoromethylphenyl)-3-(4-tert-butylpiperidino)prop-1-yne 2-hydroxyethanesulphonate (containing 0.23 mole of water of crystallization) (5.61 g), m.p. 118°-119° C., in the form of a white crystalline solid which had the elementary analysis C: 50.3%; H: 6.05%; N: 2.68%; H2O: 0.8% (C22H29F6NO4S. 0.23 H2O requires C: 50.64%; H: 5.65%; N: 2.68%; H2O: 0.8%).

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