1: 44 percent / NaOH / ethanol; H2O / 0.5 h / 65 - 70 °C 2: 1.) SnCl4, 2.) conc. HCl / 1.) CH2Cl2, RT, 30 min., 2.) H2O, CH2Cl2, 1.5 h 3: 88.5 percent / NH4OAc / 4 h / Heating 4: LiAlH4 / tetrahydrofuran; diethyl ether / 1.5 h / Ambient temperature View Scheme

1: 1.) SnCl4, 2.) conc. HCl / 1.) CH2Cl2, RT, 30 min., 2.) H2O, CH2Cl2, 1.5 h 2: 88.5 percent / NH4OAc / 4 h / Heating 3: LiAlH4 / tetrahydrofuran; diethyl ether / 1.5 h / Ambient temperature View Scheme