Ethanolamine → (+/-)-N-Hydroxyethyl-2-[4-(4-chlorophenoxy)-phenoxy]-1-propylamine hydrochloride

Participants

Reaction Steps

A mixture of 10 g (0.028 mol) of the mesylate of Example 34 and of 17 g (0.280 mol) of 2-aminoethanol is slowly heated to 170° C. The reaction mixture is allowed to return to ambient temperature and is taken up in water. After extracting the insoluble matter with diethyl ether, washing the organic phase with water and drying it over dry sodium sulphate, 8.7 g of a pale yellow oil are obtained after evaporation of the solvent. 8.4 g of this product, in ethyl acetate, are treated with a solution of hydrogen chloride in ether and the product is then purified by crystallisation from a mixture of ethyl acetate and anhydrous ethanol (7:2 by volume) to give 8.3 g of white flakes which are soluble in water to the extent of 200 g/l.

Provenance & Evidence