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Kratom3million
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[*] posted on 4-10-2017 at 00:19
Phenylacetone from


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Chemi Pharma
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[*] posted on 4-10-2017 at 00:38


what did you mean, guy?!

May be: phenylacetone from phenylacetic acid?

Edit your post.
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Kratom3million
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[*] posted on 4-10-2017 at 00:44


Possible Synthesis Of Phenylacetone from Cinnamaldehyde (Cinnamaldehyde > Allylbenzene > Phenylacetone)

A possible synthesis of Phenylacetone from Cinnamaldehyde. My theory is that the decarboxylation of cinnamaldehyde will result with allylbenzene and then the allylbenzene can be furthered to phenylacetone using various methods; such as esterification, ketone addition, and acetone addition (acetonization?). We are going to say that esterification would be the simplest method.
So, this cinnamaldehyde is boiled at between 300-350F for 15 to 20 minutes, which will do a theoretical decarboxylation- no solvent is needed since it is already a liquid, is the theory. This would then theoretically yield allylbenzene of around 90% purity (if starting from cinnamon oil, since cinnamon essential oil is said to contain around 90% cinnamaldehyde). Cinnamaldehyde's boiling point is around 478F according to wikipedia.
The next and final step- ester addition (esterification) to/of the allylbenzene. This is done by mixing the theoretical allylbenzene with a molar equal amount of ethyl acetate.

Sources:

1. https://en.wikipedia.org/wiki/Cinnamaldehyde
2. https://en.wikipedia.org/wiki/Decarboxylation
3. https://en.wikipedia.org/wiki/Phenylpropene
4. https://en.wikipedia.org/wiki/Ester#Preparation
5. https://en.wikipedia.org/wiki/Ethyl_acetate
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Melgar
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[*] posted on 4-10-2017 at 01:25


Your parents won't let you use the stove for chemistry, and you're trying to make phenylacetone? Just FYI, every chemist in the world knows that there is exactly one use for phenylacetone, and it's no secret what that is. Your METHods are just way too transparent.

Additionally, you don't decarboxylate aldehydes, you decarboxylate acids. And why the hell do you think phenylacetone is an ester anyway? Even if your synthesis worked (it wouldn't) you'd get this:

http://www.sigmaaldrich.com/catalog/product/aldrich/166170?l...




The first step in the process of learning something is admitting that you don't know it already.
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fastbre4k
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[*] posted on 4-10-2017 at 01:42


Also cinnamic acid on heating (decarboxylation) forms styrene
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[*] posted on 4-10-2017 at 02:25


Quote: Originally posted by Kratom3million  
Possible Synthesis Of Phenylacetone from Cinnamaldehyde (Cinnamaldehyde > Allylbenzene > Phenylacetone)

A possible synthesis of Phenylacetone from Cinnamaldehyde. My theory is that the decarboxylation of cinnamaldehyde will result with allylbenzene and then the allylbenzene can be furthered to phenylacetone using various methods; such as esterification, ketone addition, and acetone addition (acetonization?). We are going to say that esterification would be the simplest method.
So, this cinnamaldehyde is boiled at between 300-350F for 15 to 20 minutes, which will do a theoretical decarboxylation- no solvent is needed since it is already a liquid, is the theory. This would then theoretically yield allylbenzene of around 90% purity (if starting from cinnamon oil, since cinnamon essential oil is said to contain around 90% cinnamaldehyde). Cinnamaldehyde's boiling point is around 478F according to wikipedia.
The next and final step- ester addition (esterification) to/of the allylbenzene. This is done by mixing the theoretical allylbenzene with a molar equal amount of ethyl acetate.


I agree with Melgar. Your theory has mistakes. Aldehydes does not going on descarboxilation, just acids. Alkenes will not going on esterification with an ester.

If you want allylbenzene from cinnamaldehyde i think you'd better reduce the aldehyde to the alcohol with borohydride/metal salts, or just start from cinnamyl alcohol instead.

Next step is the dehydration of the alcohol to the alkene. This is discussed at another thread. See here: http://www.sciencemadness.or/talk/viewthread.php?tid=13508

If you want to make phenylacetone, (God knows why), I think you should give up the idea of using cinnamaldehyde as a starting material, cause the low yields, and think about the oxidation of phenethyl alcohol to phenyl acetic acid like I said at the "cinnamic acid" thread I've already posted to you: (http://www.sciencemadness.org/talk/viewthread.php?tid=12746&...)

There is so many routes starting from phenylacetic acid to phenylacetone. Do an engine search here at sciencemadness and you'll find a lot of material.

I believe the use of chemistry to make drugs is a legitimate use of science, however I think everyone should be self responsible for the misuse of the knowledge to make illegal substances. Otherwise, the hole farmaceutical research will be compromised.



[Edited on 4-10-2017 by Chemi Pharma]
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Kratom3million
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[*] posted on 4-10-2017 at 02:33


Ii make phenylacetone just to make it then I dispose of it. I did not know there was a difference between an aldehyde or adding an eater... thanks guys! I guess I'll do more research before I ask questions...
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