✦ LIBER ✦
Eine neue Synthese von methoxylierten meso-Benzanthronen; Abbau zu 5,8-Dihydroxy-anthrachinon-1-carbonsäure und 5,7,8-Trihydroxy-anthrachinon-1-carbonsäure
✍ Scribed by A. Bräm; C. H. Eugster
- Publisher
- John Wiley and Sons
- Year
- 1972
- Tongue
- German
- Weight
- 744 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Methyl benzoquinone carboxylate and its 5‐methoxy‐ and 6‐methoxy‐derivatives condense smoothly with β‐methoxynaphthalene in an acid catalysed reaction to give α‐arylsubstituted naphthalenes 7, which, after reduction, methylation and intramolecular acylation yield tri‐and tetramethoxylated 7 H‐Benz[d, e]anthracene‐7‐ones 9. Partial degradation by means of chromic acid or permanganate leads to a regiospecific synthesis of a substituted phenalenone (10) and/or methoxy‐anthraquinone‐1‐carboxylic acids. Phthalid anion has been added on to methyl methoxy benzoquinone carboxylate to yield the adducts 4.