Preparation of 3-(蠅-hydroxyalkyl)-substituted N-methylpiperdines and N-methyl-2-piperidones was written by Schneider, Woldemar;Moehrle, Hans;Wede, Ulrich;Kaemmerer, E.. And the article was included in Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft in 1967.Computed Properties of C9H18ClNO2 This article mentions the following:
1 – Methyl – 3 – (hydroxymethyl)pyridinium iodide was converted to the chloride with AgCl and then hydrogenated on 5% Rh/C to give 80.5% 1-methyl-3-(hydroxymethyl)piperidine (I), b11 104掳, HCl salt m. 132-4掳, also obtained from the bromide, m. 90-2掳 (prepared from 3-C5H4NCH2OH and MeBr) by catalytic reduction Hydrogenation of 3-C5H4NCH2CH2OH.HCl on PtO2 at room temperature during 20 hrs. gave the corresponding piperidine-HCl salt (II), m. 139掳 (Me2CO), also obtained by LiAlH4 reduction of ethyl 3-piperidylacetate-HCl, m. 146掳, in tetrahydrofuran. Methylation of II with HCO2H/CH2O gave 80.8% 1-methyl-3-(hydroxyethyl) piperidine (III), b0.2 75掳, dinitrobenzoate m. 74掳. Treatment of 8.6 g. III with a hot solution of 38.4 g. Hg(OAc)2 and 44.7 g. EDTA in 250 cc. 1% AcOH on a steam-bath under N gave after 7.5 hrs. precipitation of 23.5 g. Hg and 21.2% 1-methyl-3-(hydroxyethyl)-2-piperidone (IIIb), b0.15 118-21掳, phenylcarbamate m. 95-7掳. Similarly obtained were: 1-methyl-3-(hydroxypropyl)piperidine-HCl (IV), m. 141-3掳, dehydrogenated to yield the corresponding piperidone (V), b1 130掳, ethyl 4-nitroazoxybenzoate m. 129-31掳 (Me2CO-cyclohexane). Dehydrogenation of I failed to give the ketone, which is in agreement with the postulated mechanism that a five (e.g. IIIa) or six-membered-ring intermediate is necessary for 2-piperidone formation. Ir data for the compounds are given. In the experiment, the researchers used many compounds, for example, Ethyl 2-(piperidin-3-yl)acetate hydrochloride (cas: 16780-05-5Computed Properties of C9H18ClNO2).
Ethyl 2-(piperidin-3-yl)acetate hydrochloride (cas: 16780-05-5) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Computed Properties of C9H18ClNO2
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem