Lithium in ammonia reduction of 3-ethoxycyclohexenone

DS Watt, JM McKenna, TA Spencer

Index: Watt,D.S. et al. Journal of Organic Chemistry, 1967 , vol. 32, p. 2674 - 2678

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Citation Number: 8

Abstract

The composition of the product mixture from the reduction of 3-ethoxycyclohexenone (1) by lithium in ammonia under a variety of conditions has been determined. By appropriate choice of conditions, the predominant product can be made any of four compounds: cyclohexanone (2), cyclohexanol (J), 3-ethoxycyclohexanone (4), or cis-3- ethoxycyclohexanol (5). At-7S0, products formed via elimination of ethoxide from enolate ...