80345-34-2Relevant articles and documents
Immobilised Candida antarctica B as efficient catalyst for the synthesis of local anaesthetic intermediates
Giunta, Daniela,Masia, Maria Paola,Marchetti, Mauro,Morrone, Raffaele,Solinas, Maurizio
supporting information, p. 5122 - 5125 (2013/08/28)
We hereby present the development of new reaction conditions for the CALB catalysed esterification of substituted benzoic acids. Using cyclohexane as the reaction media a number of heptyl benzoates have been easily isolated in good to excellent yields (up to 100% at 80 C, 20-24 h). Moreover, the catalytic system has been successfully applied to the synthesis of local anaesthetics intermediates also showing good productivity in recycling experiments.
Chemical and Biological Oxidation of Organohalides. Peracid Oxidation of Alkyl Iodides
Macdonald, Timothy L.,Narasimhan, N.,Burka, Leo T.
, p. 7760 - 7765 (2007/10/02)
The peracid oxidation of seven alkyl iodides has been examined in nonpolar solvents.The stoichiometry for the reaction is shown to be (8 + n)ArCO3H + 6RI + 3H2O -> (8 + n)ArCO2H + 6ROH + 2I2 + I2O5 + (n/2)O2 (R = n-heptyl, Ar = m-ClC6H4, n = 4-16).Evidence is presented for the intermediacy of an alkyliodosyl compound in these oxidations.Primary alkyl iodides give exclusively displacement products, whereas secondary iodides give a mixture of products resulting from displacement, elimination, and α-carbon oxidation.Tertiary iodides give products resulting form displacement and elimination.Mechanisms for the formation of these products are presented.The overall rate of peracid mediated reaction is dependent upon the alkyl group: tertiary > secondary > methyl primary iodides.The bioactivation of organohalides via an analogous halogen oxidation process is discussed.