hydrogenchloride Heating;

1: 1) NaH / 1) THF, hexane, rt, 2 h, 2) THF, rt, overnight 2: m-chloroperbenzoic acid / acetone / 4 h / Ambient temperature 3: 2) Me2NCOCl / 1) CH2Cl2, 5 min, rt, 2) rt, overnight 4: 76 percent / 6 N HCl / Heating View Scheme

1: Ph3PBr2 / CH2Cl2 / 1) 0 deg C, 15 min, 2) rt, 1 h 2: 1) NaH / 1) THF, hexane, rt, 2 h, 2) THF, rt, overnight 3: m-chloroperbenzoic acid / acetone / 4 h / Ambient temperature 4: 2) Me2NCOCl / 1) CH2Cl2, 5 min, rt, 2) rt, overnight 5: 76 percent / 6 N HCl / Heating View Scheme

1: m-chloroperbenzoic acid / acetone / 4 h / Ambient temperature 2: 2) Me2NCOCl / 1) CH2Cl2, 5 min, rt, 2) rt, overnight 3: 76 percent / 6 N HCl / Heating View Scheme

1: 2) Me2NCOCl / 1) CH2Cl2, 5 min, rt, 2) rt, overnight 2: 76 percent / 6 N HCl / Heating View Scheme