1: H2 / 5percent Pt/C / tetrahydrofuran; ethanol / 1.67 h / 2585.7 Torr 2: 1 M aq. H2SO4 / tetrahydrofuran / 0.67 h / Heating View Scheme

1: SOCl2, DMF / toluene / 16 h / 80 °C 2: 81 percent / Et3N / tetrahydrofuran; toluene / 16 h / Ambient temperature 3: H2 / 5percent Pt/C / tetrahydrofuran; ethanol / 1.67 h / 2585.7 Torr 4: 1 M aq. H2SO4 / tetrahydrofuran / 0.67 h / Heating View Scheme

1: 81 percent / Et3N / tetrahydrofuran; toluene / 16 h / Ambient temperature 2: H2 / 5percent Pt/C / tetrahydrofuran; ethanol / 1.67 h / 2585.7 Torr 3: 1 M aq. H2SO4 / tetrahydrofuran / 0.67 h / Heating View Scheme

1: 81 percent / Et3N / tetrahydrofuran; toluene / 16 h / Ambient temperature 2: H2 / 5percent Pt/C / tetrahydrofuran; ethanol / 1.67 h / 2585.7 Torr 3: 1 M aq. H2SO4 / tetrahydrofuran / 0.67 h / Heating View Scheme