14210-20-9Relevant articles and documents
Heterogeneous Baeyer-Villiger oxidation of ketones with H2O2/nitrile, using Mg/Al hydrotalcite as catalyst
Llamas, Rafael,Jiménez-Sanchidrián, César,Ruiz, José Rafael
, p. 1435 - 1439 (2007)
We synthesized a magnesium-aluminium hydrotalcite and used it as a catalyst in the Baeyer-Villiger (BV) oxidation of cyclohexanone with a mixture of 30% aqueous hydrogen peroxide and benzonitrile as oxidant. The hydrotalcite proved an excellent catalyst for the process. The influence of experimental variables was examined in depth in order to bring the working conditions as close as possible to those usable on an industrial scale. We optimized the cyclohexanone/hydrogen peroxide/benzonitrile proportion and used various nitriles, solvents and amounts of catalyst, benzonitrile and methanol proving the most effective nitrile and solvent, respectively, for the intended purpose. The reaction was found to occur to an acceptable extent with other carbonyl compounds as substrates; by exception, α,β-unsaturated carbonyl compounds provided poor results by effect of their undergoing competitive epoxidation of their double bonds.
Acylation of 4-Pyridone
Effenberger, Franz,Mueck, Alfred Otto,Bessey, Eberhard
, p. 2086 - 2099 (2007/10/02)
Only N-acyl-4-pyridones (5) are isolable from the acylation of 4-pyridone (1) with aliphatic carboxylic anhydrides, and chlorides or free acids in the presence of dicyclohexylcarbodiimide.Similarly the reaction of 1with ortho substituted derivatives of benzoic acid leads only to N-acylation products 8, while benzoyl chloride as well as benzoic acid derivatives 7i-s (meta or para substituted), 3,5-dinitrobenzoyl chloride, and the 2,4-dimethyl substituted benzoyl chlorides 7v-z give exclusively 4-(acyloxy)pyridines 9.Reaction of phthaloyl chloride (10) with 1 yields both N- and O-acylation products.In solution even at room temperature the N-acylation compounds 2 and 8 are in equilibrium with the (acyloxy)pyridines 3 and 9, respectively.The position of the equilibrium depends mainly on the structure of the acyl residue, it is, however, also effected by temperature and polarity of the solvent.