Reactions of O-Benzoyl Oximes with Sodium Hydride. Substituted Isoxazoles and the Neber Rearrangement

W Renfrow, J White, R Wolf, W Bohl

Index: Renfrow,W.B. et al. Journal of Organic Chemistry, 1968 , vol. 33, # 1 p. 150 - 153

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Citation Number: 9

Abstract

The reaction between 0-benzoyl oximes and sodium hydride offers interesting possibilities for condensation and elimination reactions. Acetophenone 0-benzoyl oxime (la) in boiling toluene reacted smoothly with sodium hydride to evolve an approximately equimolar amount of hydrogen. The reaction mixture was treated with dilute hydrochloric acid and the organic layer subsequently extracted wih sodium carbonate solution. Acid-soluble, base-soluble, ...