El_Zorro
(Hive Addict) 12-15-02 22:11 No 389911 |
Allylbenzene isolation with H2SO4 | Bookmark | ||||||
So I've been reading TSII again, and I read the section on purifying safrole for the first time. The thing that really caught my eye was the bit about using conc. H2SO4 to isolate an allylbenzene, which is then hydrolyzed to the alcohol on the alpha carbon, which can be processed with a bisulfate to give the propenylbenzene as the final product. The example given was even for elemicin from elemi oil, and ended up with isoelemicin, which was what I was looking for anyway! So is this true? Could it be? Please tell me this will work! And another thing, I've read some discussions here about trying to get MDP2Pol via a markovnikov reaction using cold sulfuric, but it seems do want to do what Strike describes in TSII, and let the -OH stabilize on the alpha carbon. So what? Couldn't the sassy oil be thrown in a pot with some ice cold conc. sulfuric, then the acid drawn off, and water thrown in, and it heated, and then left out for a day or two to make sure all of the -OH has migrated to the alpha pos? Well, I guess it could be washed first, to get rid of all that sulfuric, which would be hell on the MD ring. But then it could be processed with a bisulfate to isosafrole, very quick and easy, and very pure! Is this feasable? Or does conc. sulfuric polymerize safrole, even at low temps? Should 70% be used? It is seductive, way too seductive. -Eleusis |
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Rhodium (Chief Bee) 12-16-02 11:13 No 390031 |
In theory all this works just fine, but a lot of ... | Bookmark | ||||||
In theory all this works just fine, but a lot of people have had practical problems, as you can see in the archives. |
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El_Zorro (Hive Addict) 12-16-02 13:08 No 390057 |
So what about the issues with the sulfuric and ... | Bookmark | ||||||
So what about the issues with the sulfuric and the MD ring? Does anyone have any thoughts on how the ice cold sulfuric would affect the ring? It is seductive, way too seductive. -Eleusis |
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ChemisTris (Hive Bee) 12-16-02 21:31 No 390163 |
sulfuric acid/ and the MD ring (Rated as: excellent) |
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Well, here are some examples of MD ring in the presence of sulfuric acid. Patent EP1229031
Got democracy?http://www.dhushara.com/book/multinet/de |
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