Ethoxalyl chloride → HCID 70128317, compound

Participants

Reaction Steps

Thus 2,2-diphenyl-4-(4-phenyl-4-piperidinomethanol) butyronitrile is reacted with sodium azide in dimethylformamide along with ammonium chloride and lithium chloride at reflux to prove 5[1,1-diphenyl-3-(4-phenyl-4-piperidinomethanol)propyl]-1H-tetrazole. This tetrazole is reacted with ethyl chloroglyoxylate in pyridine at -6° C. to provide ethyl-5[1,1-diphenyl-4-ethoxyglyoxylmethylpiperidine)propyl]-1,3,4-oxadiazole-2-carboxylate hydrochloride. This ester is hydrolyzed in aqueous potassium hydroxide to provide 5-[1,1-diphenyl-3-(4-phenyl-4-piperidine methanol) propyl]1,3,4-oxadiazole-2-carboxylic acid. Heating this acid provides 5-[1,1-diphenyl-3-(4-phenyl-4-piperidine methanol)propyl]-1,3,4-oxadiazole.

Provenance & Evidence