1: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 2: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 3: 2 h / Heating 4: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme

1: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 2: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 3: 2 h / Heating 4: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme