1: PBr3 / diethyl ether 2: methanol / 5 h / Heating 3: 1.) NaOH, zinc dust 2.) HCl / 1.) water, ethanol, 1 h reflux 2.) Et2O, -50 deg C View Scheme

1: methanol / 5 h / Heating 2: 1.) NaOH, zinc dust 2.) HCl / 1.) water, ethanol, 1 h reflux 2.) Et2O, -50 deg C View Scheme

1: 19.5 g / CrO3 / acetic acid / 2 h 2: 75 percent / NaBH4, BF3 etherate / tetrahydrofuran 3: PBr3 / diethyl ether 4: methanol / 5 h / Heating 5: 1.) NaOH, zinc dust 2.) HCl / 1.) water, ethanol, 1 h reflux 2.) Et2O, -50 deg C View Scheme

1: 75 percent / NaBH4, BF3 etherate / tetrahydrofuran 2: PBr3 / diethyl ether 3: methanol / 5 h / Heating 4: 1.) NaOH, zinc dust 2.) HCl / 1.) water, ethanol, 1 h reflux 2.) Et2O, -50 deg C View Scheme

hydrogenchloride; sodium hydroxide; zinc 1.) water, ethanol, 1 h reflux 2.) Et2O, -50 deg C; Multistep reaction;