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Piperidone Chemistry
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Piperidone Chemistry

 Mon Feb 07, 2005 4:14 pm		 Reply with quote

1-(2-PHENYLETHYL)-4-PIPERIDINONE


Synthesis of Fentanyl from piperidone
http://opioids.com/fentanyl/synthesis.html

Synthesis of Carfentanil from piperidone
http://chemlabs1.tripod.com/chemistry/carfentanil.html

Synthesis of Fentanyl from piperidone {russion}
http://ssb.h1.ru/Fentanyl.htm(select all 2 c text)


History
http://web1.caryacademy.org/chemistry/rushin/StudentProjects/CompoundWebSites/2004/fentanyl/History.htm

Chemical Pathways
http://pubs.rsc.org/ej/P1/2000/A908537H.pdf
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piperidone refs

 Sat Feb 12, 2005 4:25 am		 Reply with quote
http://www.shd.org.yu/HtDocs/SHD/VOL63/No2.htm

Quote:
A novel analogue of fentanyl, 3-carbomethoxyfentanyl, or "iso-carfentanil", was synthesized by a simple and efficient route. In the first step phenethylamine was condensed with two equivalents of methyl acrylate to afford the amino-diester 1b in quantitative yield. Dieckmann cyclization of this intermediate yielded 3-carbomethoxy N-phenethyl-4-piperidone 2 in ca. 80% yield, after mild hydrolysis. Condensation of this b-keto ester with aniline in acetic acid gave the stable enamine 3 (70% yield) which was then reduced with NaBH3CN in methanol at pH ~ 5, to yield 4-anilino-3-carbomethoxy-N-phenethyl piperidine, quantitatively. This intermediate was obtained as a 50:50 mixture of the (±) cis and (±) trans isomers, 4a and 4b, respectively. After the mixture of diastereoisomers was separated on a neutral aluminium oxide column, the pure 4a and 4b isomers were acylated with propionyl chloride, thus completing the synthesis of 3-carbomethoxy fentanyl


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Thank you synthetika!

 Thu Feb 24, 2005 12:32 pm		 Reply with quote
This site is awesome and very well done. I'm very very interested in this type of research, but unfortunetly I have little knowlage of the subject. Are there any written synth methods for fentanyl or carfentanil, or piperidone, that are kinda easier, step by step, kinda written like brightstar's x synth? If not I'm very interested and if you have knowlage and not mind explaining, I'm a fast learner. Again kudos on this site, looking forward to many years!
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