Preparation of the Phencyclidine Analogues (Part II)

Using a-tetralone, as starting material, a series of phencyclidine analogues were synthesized. This ketone was reacted separately with ethylmagnesium bromide, P-methoxyphenylmagnesium bromide and P-methylphenylmagnesium bromide. The resultant alcohols were treated with a suspension of NaN3 and CCl3COOH in CHCl3. The azides were subsequently reduced with LiAlH4 in dry ether to their primary amines. Cyclization of these amines with 1,5-dibromopentane and 1,4- dibromobutane gave tertiary amines.