SYNTHESIS AND SOME REACTIONS OF 1-(TRIMETHOXYMETHYL)CYCLOHEXENE

Authors
BOURKE DG COLLINS DJ
Citation
Dg. Bourke et Dj. Collins, SYNTHESIS AND SOME REACTIONS OF 1-(TRIMETHOXYMETHYL)CYCLOHEXENE, Australian Journal of Chemistry, 49(12), 1996, pp. 1287-1291
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
49
Issue
12
Year of publication
1996
Pages
1287 - 1291
Database
ISI
SICI code
0004-9425(1996)49:12<1287:SASRO1>2.0.ZU;2-T
Abstract
1-(Trimethoxymethyl) cyclohexene (11) was synthesized in three steps f rom N-methyl-N-phenylcyclohex-1-ene-1-carboxamide (8). Reaction of the alpha,beta-unsaturated ortho ester (11) with sodium hydride and N-met hylaniline gave a 1 : 1 mixture of methyl cyclohex-1-ene-1-carboxylate (15) and N,N-dimethylaniline. Treatment of (11) with 3-methoxyphenol gave 1-[dimethoxy(3'-methoxyphenoxy)methyl]cy (10) which underwent the rmolysis at 250 degrees to give 1,3-dimethoxybenzene (16) and methyl c yclohex-1-ene-1-carboxylate (15).