palladium8
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Registered: 27-9-2014
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Any way to make this patent procedure work?
Free-radical synthesis of allylbenzene from toluene and acetylene
US3209043
| Quote: | Example I
A run was carried out in which toluene was contacted with acetylene in the presence of di-tert-butyl peroxide* to form allylbenzene.
In a 1-liter Magne Dash stirred autoclave, 500 ml (430 grams, 4.67 mole) of toluene and 100 ml (78 grams, 0.53 mole) of di-t-butyl peroxide
were heated 28 hours at 257° F. using a pressure of 100 psi of acetylene. Nitrogen was added to a total pressure of 250 psig.
The recovered product (517 grams) was washed with water. Some pentane was added at this point to aid in the phase separation. The organic phase was
then dried over anhydrous potassium carbonate, 25 ml. of n-decane was added, and the product was distilled through a Minnical column. Eighteen grams
of distillate was collected in the range 302° to 349° F. Analysis by gas chromatography indicated that this distillate contained 5.6 grams of
allylbenzene. Eighty-nine grams of heavy residue remained after distilling most of the allylbenzene and added n-decane. An infrared spectrum of the
center cut of the distillate was identical with that of known allylbenzene. |
* Could easily be substituted for benzoyl peroxide.
Of course I wouldn't want to use 100 psi of acetylene, so maybe just add a little toluene to a big vessel (~3 L), fill with acetylene to 15 psi, and
use a paint shaker to shake it for a couple days. Benzoyl peroxide would be used as the radical initiator. Nichrome wire will be used for heating to
150 C. But would it work? Any tips? 
Note: I already know there are "easier" methods of producing allylbenzene such as Freidel-Crafts or even ones that can directly condense allyl alcohol
and benzene, but I'm interested in the potential of this procedure specifically.
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aga
Forum Drunkard
Posts: 7030
Registered: 25-3-2014
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Patents are a Legal mechanism to grab cash from something that nobody else got a Patent on already, and wasn't already common knowledge.
They don't actually have to Work to be granted a Patent.
This one might work, might not, like all of 'em.
Best thing would be to ask the Patent Holder if it actually works, and if so, how.
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