sodium bis(2-methoxyethoxy)aluminium dihydride in toluene 0.5 h;

1: 1.) triethylamine, ethyl chloroformate / 1.) tert-BuOH-MeCN, 0 deg C, 0.5 h; 2.) tert-BuOH-MeCN, room temp., 1 h 2: 58 percent / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 0.5 h View Scheme

1: 1.) triethylamine, ethyl chloroformate / 1.) tert-BuOH-MeCN, 0 deg C, 0.5 h; 2.) tert-BuOH-MeCN, room temp., 1 h 2: 58 percent / sodium bis(2-methoxyethoxy)aluminium hydride / toluene / 0.5 h View Scheme

1: CH2Cl2 / 0.5 h / 0 °C 2: 20 percent / 1.) 20percent NaOH; 2.) LiAlH4 / 1.) AcOEt, water; 2.) Et2O, room temp., 4 h View Scheme

sodium hydroxide; lithium aluminium tetrahydride 1.) AcOEt, water; 2.) Et2O, room temp., 4 h;