potassium hydroxide in methanol T=50°C;

1: 98 percent / 2 N KOH / methanol / 50 °C 2: 67 percent / Na2Cr2O7, conc. H2SO4 / diethyl ether / 2 h / Ambient temperature 3: 55 percent / 2 N NaOH, NaBH4 / ethanol / 16 h / 50 °C / EtOH, Na 4: 98 percent / 20percent diisobutyl aluminium hydride / toluene; hexane / 2 h / -40 °C 5: 99 percent / p-toluenesulfonic acid, molecular sieve 4 Angstroem / diethyl ether; petroleum ether / 1 h / Ambient temperature 6: 80 percent / HCl / diethyl ether View Scheme