The Journal of Organic Chemistry

Kinetic and thermodynamic control in the metalation of pyridine. A direct synthesis of 2-and 4-substituted pyridines

J Verbeek, L Brandsma

Index: Verbeek, J.; Brandsma, L. Journal of Organic Chemistry, 1984 , vol. 49, # 20 p. 3857 - 3859

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Citation Number: 48

Abstract

A. General Procedure for the Formylation of Grignard Reagents with N-Formylmorpholine. To a stirred solution of freshly prepared Grignard reagent (10 mmol) in dry diethyl ether (20 mL), cooled to 0" C, is slowly added during 2 min a solution of N-formylmorpholine (Aldrich)(10 mmol) in diethyl ether (10 mL). An exothermic reaction takes place. The reaction mixture is stirred for another 30 min at room temperature and then quenched with 3 N HCl ...