Novel O-alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates: Synthesis and properties
Abstract
The reaction of O,O-dialkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonates with phosphorus pentachloride affords O-alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates. A transformation of O-alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates into diphosphonates is discovered. Base-mediated reactions of methyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates with aliphatic alcohols are studied. The reaction of alkyl (3,5-di-tert-butyl-4-hydroxybenzyl)phosphonochloridates with diethylamine gives the corresponding phosphonamides, whose oxidation results in new O-alkyl N,N-diethyl[3,5-(di-tert-butyl-4-oxocyclohexa-2,5-diene-1-ylidene)methyl]phosphonamides.