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brubei
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Nice
I'm French so excuse my language
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DavidJR
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I tried this today, following the Lynn and Shoemaker procedure as precisely as I could. Unfortunately my yield was a lousy 5.7g, nowhere near the
32.6g the authors got. However, this should be enough for what I wanted to use it for, so I am still happy with this.
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Magpie
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I also could never get a yield near that of L&S. I don't think this a very good procedure, but it is the only one I could find.
My product showed exactly the correct refractive index shown in literature. However, it did not smell of peppermint and it failed to produce phenyl
ethyl ether in reaction with phenol.
I am interested to find out if your product produces a successful reaction, DavidJR.
The single most important condition for a successful synthesis is good mixing - Nicodem
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DavidJR
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Quote: Originally posted by Magpie  | I also could never get a yield near that of L&S. I don't think this a very good procedure, but it is the only one I could find.
My product showed exactly the correct refractive index shown in literature. However, it did not smell of peppermint and it failed to produce phenyl
ethyl ether in reaction with phenol.
I am interested to find out if your product produces a successful reaction, DavidJR. |
I definitely got a lot of diethyl ether vapour sucked out via the pump.
I haven't tried using the product yet but I don't really see what it could possibly be other than diethyl sulfate. It certainly isn't ethanol, nor
ether, nor sulphuric acid, nor ethene. Ethyl hydrogen sulfate (ethylsulfuric acid) is the closest fit but wouldn't that have resulted in bubbling on
washing with sodium carbonate? What else could be produced?
I did catch a couple of whiffs of it, and it is definitely a sweet odour. I'm not sure I would have said peppermint if I hadn't seen that written, but
I can sorta get a vague wintergreen-like sense to it.
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Monoamine
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Impressive work! Thank you for sharing this detailed procedure.
I have a few questions if you don't mind.
1) What's the reason an oil bath needs to be used instead of e.g. a heating mantle? Also, what oil do you use to reach this temperature?
2) A bit off topic, but could you use this procedure to make ethyl tosylate (if you use toluene sulfonic acid instead of sulfuric acid (and adjust the
stoichiometry accordingly)?
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