Author Topic: methyl acrylate synthesis  (Read 4035 times)

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Nicodem

  • Guest
Thanks Rhodium!
« Reply #20 on: January 16, 2004, 04:36:00 PM »
Thanks Rhodium, this Beilstein compilation is great.
Seams like going trough the Manich base intermediate is the easiest way.
That made me wonder if that Manich base could be used for some reactions forming divinyl ketone in situ. It should work with some hardly reversible reactions with C-nucleophiles, but maybe not for preparing piperidone rings.


Rhodium

  • Guest
4-Anilidopiperidine Analgesics I
« Reply #21 on: April 02, 2004, 03:51:00 PM »
Here is the article mentioned in the posts

Post 481803

(Megatherium: "Thank you for this information :-) .", Newbee Forum)
and

Post 344538

(Ritter: "2,5 dimethyl benzyl fentanyl!", Methods Discourse)


4-Anilidopiperidine Analgesics I: Synthesis and Analgesic Activity of Certain Ring-Methylated 1-Substituted 4-Propananilidopiperidines
T.N. Riley, D.B. Hale, and M.C. Wilson

Journal of Pharmaceutical Sciences Vol. 62, No. 6, 983-986 (1973)

(https://www.thevespiary.org/rhodium/Rhodium/pdf/fentanyl/4-anilinopiperidine.analgesics-1.pdf)

Abstract
In view of the potency-enhancing effect of methyl substitution of the piperidine ring of the 4-phenylpiperidine analgesics and the alkylene chain of the acyclic basic anilide analgesics, the 1-methyl, 1-benzyl, and 1-phenylethyl derivatives of 2-methyl-, 3-methyl-, and 2,5-dimethyl-4-propananilidopiperidine were prepared. The analgesic activity of these compounds indicates that 3-methylation has the greatest effect in enhancing analgesic potency whereas 2-methyl and 2,5-dimethyl substitution is detrimental to analgesic activity.