Synthesis of Tetra-Functional Cubane Derivatives
Abstract
Process studies for converting cubane-1,4-dicarboxylic acid to cubane-1,2,4,7-tetracarboxylic acid were carried out. The diacid was converted to the diacid chloride which was reacted with t-butylethylamine to give cubane- lithium 2,2,6,6-tetramethylpiperidide and magnesium bromide etherate to give dimetallated intermediate which was carbonated with carbon dioxide. The resulting diacid bisamide was the hydrolyzed with 70% nitric acid to give the tetraacid in 60% yield based on the diacid. The tetraacid was converted to the tetraacid chloride and to the tetramethyl and tetraethyl esters. Routes to the preparation of t-butylethylamine and 2,2,6,6-tetramethylpoperidine were developed. Cubanes, Carboxylic acids, Metallation reactions.
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 03, 1989
- Accession Number
- ADA205919
Entities
People
- K. Baum
- M. Farnia
- T. G. Archibald