A. Ninagawa, H. Matsuda
Jun 1, 1978
Citations
0
Influential Citations
4
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The reaction of 6,8-dimethyl-4-chromanone with formaldehyde has been carried out in 96% sulfuric acid. From the mother liquors after obtaining 5-hydroxymethyl-6,8-dimethyl-4-chromanone, the methylene and oxydimethylene dimers of 6,8-dimethyl-4-chromanone, 6,6′,8,8′-tetramethyl-5,7′-methylenedichroman-4,4′-dione and bis(6,8-dimethyl-4-oxochroman-5-ylmethyl) ether, respectively, were isolated by recrystallization. 1H- and 13C-NMR spectra of 5-hydroxymethyl-6,8-dimethyl-4-chromanone in 96% sulfuric acid show the existence of 6,8-dimethyl-4-oxochroman-5-ylmethyl cation. The intermediate ion is stable, not reacting in sulfuric acid.