Acetyl-5-bromo-6-methoxynaphthalene(1) was hydrogenated over Pd/C by bubbling H 2 into a mixture of n-BuOH, KOH(aq) and CTAB. The effects of the concentration of KOH and n(1)∶ n(Pd)∶ n(CTAB) on the hydrogenation were investigated. Bubbling H 2 for 4.25 h at 60 ℃ into the mentioned mixture solution gave 6-methoxy-2-naphthylethanol in yield of 95.7%.
Bromo 6 methoxy 2 propionylnaphthalene(1) was hydrodebrominate by bubbling of H 2 in solution of i PrOH and 20%KOH(aq) at 60 ℃, using 10%Pd/C as catalyst in the presence of cation surfactant CTAB to give 6 methoxy 2 propionylnaphthalene(2).