“…JV-Benzyl-5,6,7,8-tetrahydroisoquinolinium Bromide (8). A solution of 10.0 g (7.7 mmol) of distilled isoquinoline in 67 mL of trifluoroacetic acid containing 5.0 g of 57c palladium on carbon was hydrogenated in the manner of Eliel and Vierhapper8 at 50 psi of H2, 50 °C over 48 h. The catalyst was removed by filtration, and the reaction mixture was carefully neutralized with solid KOH and 20 7o KOH solution.…”