pyridine; DCMC; dicyclohexyl-carbodiimide T=100°C;

lithium azide in N,N-dimethyl-formamide T=100°C; 2 h;

1: 65.5 g / triethylamine / CHCl3 / room temp., overnight 2: 71 percent / trifluoroacetic acid / CHCl3; methanol; H2O / 0.75 h / Ambient temperature View Scheme

1: 1)pyridine, 1h 2)benzoyl chloride, room temp., 2h 2: 4-dimethylaminopyridine / pyridine; methanol / stirred to dissolution and set aside overnight 3: 65.5 g / triethylamine / CHCl3 / room temp., overnight 4: 71 percent / trifluoroacetic acid / CHCl3; methanol; H2O / 0.75 h / Ambient temperature View Scheme

Yield given. Multistep reaction. Yields of byproduct given;

oxalyl dichloride Product distribution; Further Variations:Reagents;