Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Note | Regular issue | Vol 51, No. 1, 1999, pp.169-177
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8347
Preparation and Hydrolysis of 3-Alkoxy-5-amino-4,6-dicyano-1,8,8-trimethyl-2-azabicyclo[2.2.2]octa-2,5-dienes

Yoshiharu Nakano,* Yoshitaka Kaneko, and Wu Ai Fen

*Faculty of Science, Ibaraki University, 2-1-1 Bunkyo, Mito, Ibaraki 310-8512, Japan

Abstract

Solid base catalyzed condensation reaction of acetone with malononitrile in alcohol gave 3-alkoxy-5-amino-4,6-dicyano-1,8,8-trimethyl-2-azabicyclo[2.2.2]octa-2,5-dienes. The 2-aza bridge of the compound was cleaved hydrolytically in dilute hydrochloric acid to give 6-carbomethoxy-2,6-dicyano-3,5,5-trimethylcyclohex-2-enone. The compound was further decarbomethoxylated in this conditions to give 2,6-dicyano-3,5,5-trimethylcyclohex-2-enone of which crystal structure was determined by X-Ray diffraction method.