A Practical Preparation of Methyl 4-(Trimethylsilyl)-benzoate: An Intermediate in the Synthesis of SDZ 63135

John C. Amedio Jr Technical R & D, Chemical R & D, Sandoz Research Institute, Sandoz Pharmaceuticals Corp. East Hanover, New Jersey, 07936, USA

George T. Lee Technical R & D, Chemical R & D, Sandoz Research Institute, Sandoz Pharmaceuticals Corp. East Hanover, New Jersey, 07936, USA

Kapa Prasad Technical R & D, Chemical R & D, Sandoz Research Institute, Sandoz Pharmaceuticals Corp. East Hanover, New Jersey, 07936, USA

Oljan Repic Technical R & D, Chemical R & D, Sandoz Research Institute, Sandoz Pharmaceuticals Corp. East Hanover, New Jersey, 07936, USA

Abstract

An improved synthesis of ester 1 is described utilizing a bromine-lithium exchange and a Grignard-mediated methoxy-carbonylation reaction starting from 1, 4-dibromobenzene. Compound 1 was converted to 2 through a condensation and dehydration sequence with an overall yield of 41.5%.

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A Practical Preparation of Methyl 4-(Trimethylsilyl)-benzoate: An Intermediate in the Synthesis of SDZ 63135

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A Practical Preparation of Methyl 4-(Trimethylsilyl)-benzoate: An Intermediate in the Synthesis of SDZ 63135

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