[jimmyapex]

can anyone help me with the synthesis of the above compound,CAS:6716-96-7
i can't find any route of the compound and coudn't find the cas no.
i'd appreciated it very much if any friend could search the route and procedure of it.

if there's any update,please contact me at MSN:jimmy_ahchem@hotmail.com
or sent to my mailbox:jimmy@hitechemical.com

[Custos]

1-(3-Methoxy-2-piperidyl)-2-propanone can be prepared from 3-methoxy-2-methylpyridine according to the procedure of Barringer et al. [D. F. Barringer, Jr., G. Berkelhammer, S. D. Carter, L. Goldman, and A. E. Lanzilotti, J. Org. Chem. 38, 1933-1937 (1973)].

[jimmyapex]

oh,thank you very much,my friend.
However,Rhodium should be used in the reaction below based on the literature.I'm not sure whether i could use palladium on carbon instead of rhodium on carbon,as you know rhodium is much more expensive than palladium.it's said that the rhodium system could give a rapid selective reduction in the literature.Does it mean the ketone group in the pyridine ring is easy to be reducted at the same time?Does it matters?can we solve the problem by odixation if the ketone group is reducted?
i have attached the reaction route for your reference.

[Custos]

The ketone should be okay, but if it goes to the alcohol you can take it back up easily enough. Alternatively if you have problems you could protect it as a ketal first.

[jimmyapex]

tks! if rhodium must be used,it's very hard to cover out cost.so,i wanna give up the item since i havn't found any latest literature regarding the synthesis of this compound.

[kiwi]

what about adams catalyst, PtO2?

[jimmyapex]

but the literature indicated that platinum oxide system doesn't give a rapid selective reduction as rhodium does. my customer told me he had placed an order from other company,but it failed in the reduction step,so they had to given up finally,and my customer added that if we can get it done,then we get the deal. what shall i do?

[kiwi]

what were the reaction conditions for the PtO2 step? the activity of the  Pt black catalyst (formed in situ) is strongly dependent on the polarity of the solvent it's generated in; catalyst activity: EtOAc < MeOH < MeOH/AcOH < glacial acetic acid < AcOH/CF3COOH. acids might also help with any poisoning issues from that nitrogen

[jimmyapex]

thank u very much for yr help.however,it didn't give any detailed reaction condition,below is what the literature says:

"Additionally, we tried hydrogenation of the free base in methanol over rhodium on carbon, of the free base in acetic acid over rhodium on alumina or palladium on carbon, and of the hydrobromide salt in methanol or the free base in acetic acid over platinum oxide, but none of these systems gave a rapid selective reduction."

anyway,this article if published in 1973,so,i wonder if there's any up-to-date relevent synthesis procedure.

[kiwi]

doesn't sound too good for PtO2, the catalyst generated in AcOH is quite reactive