1: 98 percent / H2 / PtO2 / methanol / 3 h 2: 89 percent / concd. HCl, aq. NaNO2 / 0.33 h / 0 °C 3: HOAc, 50percent aq. H3PO2 / 1 h / Ambient temperature 4: 89 percent / aq. LiOH / tetrahydrofuran / 6.5 h View Scheme

1: 98 percent / H2 / PtO2 / methanol / 3 h 2: 89 percent / concd. HCl, aq. NaNO2 / 0.33 h / 0 °C 3: HOAc, 50percent aq. H3PO2 / 1 h / Ambient temperature 4: 89 percent / aq. LiOH / tetrahydrofuran / 6.5 h 5: 68 percent / aq. NH4OH / 0.5 h View Scheme

1: 98 percent / H2 / PtO2 / methanol / 3 h 2: 89 percent / concd. HCl, aq. NaNO2 / 0.33 h / 0 °C 3: HOAc, 50percent aq. H3PO2 / 1 h / Ambient temperature View Scheme