lithium aluminium tetrahydride in tetrahydrofuran T=20 - 60°C; 1 h;

acetic acid in dichloromethane Mannich reaction;

1: 88 percent / NaOH / methanol / 48 h / Ambient temperature 2: 1.) (COCl)2 / 1.) toluene, from RT to 60 deg C, 4.5 h, 2.) CH2Cl2, from -60 deg C to RT, 2 h 3: 71 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 1.) (COCl)2 / 1.) toluene, from RT to 60 deg C, 4.5 h, 2.) CH2Cl2, from -60 deg C to RT, 2 h 2: 71 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme