1: in tetrahydrofuran T=-40°C; 0.666667 h; 2: With hydrogenchloride in tetrahydrofuran T=0°C; 1 h;

hydrogenchloride in tetrahydrofuran; diethyl ether

1: With hydrogenchloride in tetrahydrofuran; water 0.333333 h; 2: With sodium hydrogencarbonate in tetrahydrofuran; water

1.1: 95 percent / TsOH / toluene / 3 h / Heating 2.1: tetrahydrofuran / 0.67 h / -40 °C 2.2: 55 percent / 0.5 N aq. HCl / tetrahydrofuran / 1 h / 0 °C View Scheme

1.1: 100 percent / BH3*THF / 72 h / 20 °C 2.1: 69 percent / PDC; 4 Angstroem molecular sieves / CH2Cl2 / 6 h / 20 °C 3.1: 95 percent / TsOH / toluene / 3 h / Heating 4.1: tetrahydrofuran / 0.67 h / -40 °C 4.2: 55 percent / 0.5 N aq. HCl / tetrahydrofuran / 1 h / 0 °C View Scheme

1.1: 69 percent / PDC; 4 Angstroem molecular sieves / CH2Cl2 / 6 h / 20 °C 2.1: 95 percent / TsOH / toluene / 3 h / Heating 3.1: tetrahydrofuran / 0.67 h / -40 °C 3.2: 55 percent / 0.5 N aq. HCl / tetrahydrofuran / 1 h / 0 °C View Scheme