On the Acetylation of Phenanthrene and 9‐chlorophenanthrene
- 1 January 1989
- journal article
- research article
- Published by Wiley in Journal für Praktische Chemie
- Vol. 331 (1) , 15-21
- https://doi.org/10.1002/prac.19893310104
Abstract
Friedel‐Crafts acetylation of phenanthrene (1a) in sym‐tetrachloroethane yields mixtures of 2‐, 3‐ and 9‐acetylphenanthrenes (2a, 3a, 4). The distribution of isomers is found to depend strongly upon the method of mixing the reagents. Acetylation of 9‐chlorophenanthrene (1b), performed by a variety of methods and solvents, led mainly to 3‐acetyl‐9‐chlorophenanthrene (3b) (≥85%). Previously unreported 2‐acetyl‐9‐chlorophenanthrene (2b) was found to form up to a maximum 11% in nitrobenzene.Keywords
This publication has 7 references indexed in Scilit:
- Reduction of Steroid Ketones and other Carbonyl Compounds by Modified Wolff--Kishner MethodJournal of the American Chemical Society, 1949
- ATTEMPTS TO FIND NEW ANTIMALARIALS. XII. DERIVATIVES OF PHENANTHRENE, IV. 1 (OR 8)-ACETYL-9-HALOPHENANTHRENEThe Journal of Organic Chemistry, 1946
- ATTEMPTS TO FIND NEW ANTIMALARIALS. XI. DERIVATIVES OF PHENANTHRENE, III. AMINO ALCOHOLS DERIVED FROM 9-CHLOROPHENANTHRENEThe Journal of Organic Chemistry, 1946
- Studies in the Phenanthrene Series. V. 9-Acetylphenanthrene. Reduction Products of 2-, 3- and 9-Acetylphenanthrenes1Journal of the American Chemical Society, 1933
- SYNTHESES IN THE PHENANTHRENE SERIES. I. ACETYLPHENANTHRENES1Journal of the American Chemical Society, 1930
- Mono‐ und Dichlor‐phenanthreneEuropean Journal of Inorganic Chemistry, 1918
- Über acylierte Phenanthrene und einige Derivate derselbenJournal für Praktische Chemie, 1911