Abstract The lysergic acid analogue 1-methyl-1, 2, 3, 7, 8, 9-hexahydro-5, 6-benzquinoline (III; R= H) was prepared from 2-bromo-α-tetralone by two parallel routes. The first, a seven- stage sequence, involved conversion of the starting material into 2-[N-methyl-N-(2'-oxo-n- propyl)]-amino-α-tetralone (IX) via its ethylene ketal, followed by ring closure to the tricyclic 1- methyl-3-oxo-1, 2, 3, 7, 8, 9-hexahydro-5, 6-benzquinoline (V). This was transformed into ...
