methanol; potassium hydroxide in diethyl ether 12 h;

1: 93 percent / CHCl3 / 16 h / Ambient temperature 2: 95 percent / TFAA, pyridine / diethyl ether / 2 h / 0 °C 3: 78 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C to room temperature, 2 h 4: 56 percent / n-Bu3SnH / tetrahydrofuran / Heating 5: 97 percent / aq. KOH/MeOH / diethyl ether / 12 h View Scheme

1: 78 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C to room temperature, 2 h 2: 56 percent / n-Bu3SnH / tetrahydrofuran / Heating 3: 97 percent / aq. KOH/MeOH / diethyl ether / 12 h View Scheme