1: 96 percent / NaOH / methanol / 7 h / 30 °C 2: 94 percent / H2 / 5percent Pd/C / ethyl acetate / 8 h 3: 85 percent / CrO3*pyridine*HCl complex / CH2Cl2 4: 69 percent / pyridine / 20 deg C, 10 h, then 90 deg C, 2 h View Scheme

1: 96 percent / NaOH / methanol / 7 h / 30 °C 2: 94 percent / H2 / 5percent Pd/C / ethyl acetate / 8 h 3: 85 percent / CrO3*pyridine*HCl complex / CH2Cl2 View Scheme

1: aq. KOH 2: 85 percent / hydrogen / Pd/C / ethanol 3: CrO3 View Scheme

formic acid; triethylamine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tributylphosphine in tetrahydrofuran 2 h; Heating;