The reaction of 5-hydroxy-7-tetralone (I) with epichlorohydrin (I) at reflux temperature gives 5-(3-chloro-2-hydroxypropoxy)-7-tetralone (III), which is then condensed with butylamine (IV) in refluxlng alcohol.
It can be obtained in two different ways both starting from the sodium salt of 5-hydroxy-3,4-dihydro-1(2H)-naphthalenone (I): 1) Its condensation with epichlorhydrine (A) in ethanol gives 5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenone (II), which is then condensed with tert-butylamine (B) in refluxing ethanol. 2) Its condensation with 3-chloro-1,2-propanediol (C) gives 5-(2,3-dihydroxy-propoxy)-3,4-dihydro-1(2H)-naphthalenone (III), which is esterified with tosyl chloride to the sulfonic ester (IV), and finally condensed with tert-butylamine.