hydrogen; palladium on activated charcoal in methanol 3 h;

1: 90 percent / H2 / Pd/10percent on charcoal / methanol / 3 h 2: 89 percent / 2,6-dimethylpyridine; tetraethylammonium tetrafluoroborate / CH2Cl2 / 8 h / anodic oxidation 3: 60 percent / 1 N NaOH / methanol / 4 h 4: 1.) N-methylmorpholin, 1-hydroxybenzotriazole; 2.) N,N'-dicyclohexylcarbodiimide / 1.) CH2Cl2; 2.) CH2Cl2, 1 h, 0 deg C; 24 h at room temp. 5: 90 percent / 1 N HCl, H2 / Pd/10percent on charcoal / methanol / 4 h View Scheme