The Journal of Organic Chemistry

Reactions of 1-halo-2-methyl-3-alkoxy-and 3-alkylaminopropenes with potassium tert-butoxide in tetrahydrofuran

RA Walsh, AT Bottini

Index: Walsh,R.A.; Bottini,A.T. Journal of Organic Chemistry, 1970 , vol. 35, p. 1086 - 1092

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Citation Number: 24

Abstract

(2a-zc) were prepared and treated with potassium t-butoxide (KO-t-Bu) in boiling tetrahydrofuran (THF). The principal products obtained from the methyl, ethyl, and isopropyl ethers (la-le) were the corresponding 2, 5-dihydrofuran (3), 2-methyl-3-l-butoxy-3- alkoxypropene (5), and 2-t-butoxymethyl-3-alkoxypropene (6). The t-butyl ether If gave 1- methylene-2-t-butoxycyclopropane (7) as the only cyclic product, together with the ...