Abstract

Vilas Y. Sonawane and Nandini P. Hilage*

Requirements in the pharmaceutical industry for parallel synthesis of libraries for organic compounds has led to the development of simple, high yielding chemical transformations using polymer-supported reagents ,scavengers, catalysts and ‘catch and release’ reagents that are amenable to automation. After reactions using insoluble polymer-supported species a simple filtration process allows the product in solution to be recovered with high yield and purity. Recovery of the spent reagent retained on the support allows recycling, thus fulfilling the requirements of environmentally friendly chemistry.  The oxidation of 1- Phenylethanol has been studied spectrophotometrically to compare the polymer substrate supported reagent with a commercially available cross-linked polymeric reagent. The reagent supported on anion exchange resin was found to be more efficient in the oxidation reaction. The reagent is very easily separated from the reaction mixture and can be manually removed from the reaction mixture, which remains clear during and after the reaction. The kinetic of oxidation of 1-Phenylethanol with chromic acid supported on anion exchange resin like Chloramine T in 1, 4-dioxane has been studied. The reaction is found to be of zero order each in concentration of alcohol and oxidant. The oxidation product was confirmed by its derivative, UV and FT-IR and C13 NMR spectral, LC-ESI-MS studies. The effect of substituent’s on the rate of oxidation and the activation parameters were determined with respect to slow step of mechanism.

Kinetics; Oxidation; Polymer- supported chromic acid; Oxidation; 1-Phenylethanol; Chloramine -T

[ View HTML Full Text]