The Journal of Organic Chemistry

Anomalous Reactions of 3-Substituted 4-(2-Hydroxyethylamino) coumarins with Strong Bases1

MS Newman, CK Dalton

Index: Newman,M.S.; Dalton,C.K. Journal of Organic Chemistry, 1965 , vol. 30, p. 4122 - 4126

Full Text: HTML

Citation Number: 5

Abstract

(2) M. 9. Newman and CY Peery, J. 070. Chen., 28, 116 (1963). the product is entirely 11. When I11 is treated with 0.1 equiv. of sodium isopropoxide, I1 is formed rapidly and in quantitative yield. Thus, the original2 preparation of I11 was, in a sense, fortuitous as, if an excess of alkoxide had been used, the product would have been 11. Similarly, IV and V are obtained by treating I with slightly less than 1 equiv. of sodium ethoxide in ethanol or ...