The Journal of Organic Chemistry

Reaction of trimethysilyl enol ethers with Simmons-Smith reagent. Facile synthesis of trimethylsilyl cyclopropyl ethers and cyclopropanols

GM Rubottom, MI Lopez

Index: Rubottom,G.M.; Lopez,M.I. Journal of Organic Chemistry, 1973 , vol. 38, # 11 p. 2097 - 2099

Full Text: HTML

Citation Number: 46

Abstract

A sample of 10.0 g (0.02 mol) of benzylated 3-pentadecylcatechol (la), mp 51.0-52.0'(lit. 5 mp 52.4-53.0"), 7.4 g of paraformaldehyde, 54 ml of benzene, and 54 ml of acetic acid were cooled in an ice bath, and dry hydrogen chloride was passed through the mixture with continuous stirring. After 45 min the solution became clear, and the hydrogen chloride passage was continued for an additional 2 hr. Water and ether were added, the phases ...