Process development and pilot plant synthesis of methyl 2-bromo-6-chlorobenzoate

…, SD Rodgers, M Kaba, P Fernandez

Index: Hickey, Matthew R.; Allwein, Shawn P.; Nelson, Todd D.; Kress, Michael H.; Sudah, Osama S.; Moment, Aaron J.; Rodgers, Stephen D.; Kaba, Mahmoud; Fernandez, Paul Organic Process Research and Development, 2005 , vol. 9, # 6 p. 764 - 767

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Citation Number: 15

Abstract

A scalable process for a pilot plant synthesis of methyl 2-bromo-6-chlorobenzoate (1) is described. The strategy employed for the synthesis hinged on the esterification of the sterically encumbered parent acid produced through an o-lithiation/carboxylation approach. Vigilant temperature control was paramount for the success of this synthetic pathway. Initiation of an exothermic benzyne decomposition pathway during the o-lithiation step ...