hydrogenchloride in chloroform 0.166667 h; Yield given;

1: 1) NaH / 1) THF, oil, -78 deg C, 40 min, 2) 0 deg C to rt, 2.5 h 2: 1) rt, 15 min, 2) rt, 30 min 3: azobis(isobutyronitrile), n-Bu3SnH / toluene / 1 h / 109 °C 4: 1 N HCl / CHCl3 / 1 h / Ambient temperature View Scheme

1: 1) NaH / 1) THF, oil, -78 deg C, 40 min, 2) 0 deg C to rt, 2.5 h 2: 1) rt, 15 min, 2) rt, 30 min 3: azobis(isobutyronitrile), n-Bu3SnH / toluene / 1 h / 109 °C 4: 1 N HCl / CHCl3 / 1 h / Ambient temperature View Scheme

1: 1) rt, 15 min, 2) rt, 30 min 2: azobis(isobutyronitrile), n-Bu3SnH / toluene / 1 h / 109 °C 3: 1 N HCl / CHCl3 / 1 h / Ambient temperature View Scheme