Hydrogenation of Anthracene by Tetralin
Orchin, M
| HERO ID | 8111148 |
|---|---|
| In Press | No |
| Year | 1944 |
| Title | Hydrogenation of Anthracene by Tetralin |
| Authors | Orchin, M |
| Journal | Journal of the American Chemical Society |
| Volume | 66 |
| Issue | 4 |
| Page Numbers | 535-538 |
| Abstract | When anthracene and tetralin are heated together at 1 atmosphere pressure in the presence of a palladium catalyst, a 30% yield of 1,2,3,4-tetrahydroanthracene can be obtained. When anthracene and tetralin are heated together in a sealed tube in the presence of a palladium catalyst, the reaction resembles a catalytic hydrogenation of anthracene and a 61% yield of 1,2,3,4-tetrahydroanthracene along with small amounts of 9,10-dihydroanthracene, and 1,2,3,4,5,6,7,8-octahydroanthracene are obtained. This type of hydrogenation of anthracene can also be achieved with 2-cyclohexenone. The dehydrogenation of 9,10-dihydroanthracene in the liquid phase results in expulsion of less than the theoretical quantity of hydrogen and formation of some 1,2,3,4-tetrahydroanthracene. 1,2,3,4-Tetrahydroanthracene can be conveniently prepared in good yield by refluxing an ethanol solution of anthracene or 9,10-dihydroanthracene with Raney nickel. © 1944, American Chemical Society. All rights reserved. |
| Doi | 10.1021/ja01232a009 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-11344263903&doi=10.1021%2fja01232a009&partnerID=40&md5=e11ab6c7a2aabb135ec13248d2bb7daa |
| Is Public | Yes |
| Language Text | English |