potassium tert-butylate in dimethyl sulfoxide 0.25 h;

in dichloromethane 2.5 h; Heating;

1: 84 percent / 50percent NaOH, Et3PhCH2NCl / 6 h / 40 - 50 °C 2: 66 percent / LiAlH4 / diethyl ether / 8 h / Ambient temperature 3: 18 percent / SOCl2 / pyridine / 1.) 0 deg C, 30 min; 2.) reflux, 20 min 4: 45 percent / KO-t-Bu / tetrahydrofuran / 1.5 h 5: 60 percent / CH2Cl2 / 2.5 h / Heating View Scheme

1: 18 percent / SOCl2 / pyridine / 1.) 0 deg C, 30 min; 2.) reflux, 20 min 2: 45 percent / KO-t-Bu / tetrahydrofuran / 1.5 h 3: 60 percent / CH2Cl2 / 2.5 h / Heating View Scheme

1: 66 percent / LiAlH4 / diethyl ether / 8 h / Ambient temperature 2: 18 percent / SOCl2 / pyridine / 1.) 0 deg C, 30 min; 2.) reflux, 20 min 3: 45 percent / KO-t-Bu / tetrahydrofuran / 1.5 h 4: 60 percent / CH2Cl2 / 2.5 h / Heating View Scheme

1: 45 percent / KO-t-Bu / tetrahydrofuran / 1.5 h 2: 60 percent / CH2Cl2 / 2.5 h / Heating View Scheme

1: 65 percent / KO-t-Bu / tetrahydrofuran / 1.5 h 2: 60 percent / CH2Cl2 / 2.5 h / Heating View Scheme

1: 95 percent / 0.08 h / 200 °C / 14 Torr 2: 60 percent / CH2Cl2 / 2.5 h / Heating View Scheme

pyridinium hydrobromide perbromide in tetrahydrofuran 1 h;