Chemistry is traditionally divided into organic and inorganic chemistry. The former is the study of compounds containing at least one carbon-hydrogen bonds. 120013-39-0, Name is 5,6-Dimethoxy-2-(4-piperidinylmethyl)-1-indanone hydrochloride, molecular formula is C17H24ClNO3, belongs to piperidines compound, is a common compound. In a patnet, author is Huong Giang Thi Nguyen, once mentioned the new application about 120013-39-0, Safety of 5,6-Dimethoxy-2-(4-piperidinylmethyl)-1-indanone hydrochloride.
Structure of a new usnic acid derivative from a deacylating Mannich reaction: NMR studies supported by theoretical calculations of chemical shifts
In a conventional Mannich reaction using piperidine, hydroxypiperidines, morpholine, and N-methylpiperazine with usnic acid, a deacetylation was observed resulting in a substitution at C-2, a loss of an acetyl group, and a Mannich base with a stabilized enol. The enol has a hydrogen bond to the nitrogen of the secondary amine. The structure was investigated by nuclear magnetic resonance and deuterium isotope effects on C-13 chemical shifts as well as with density functional theory calculations to study the changed hydrogen bond pattern. It was found that the hydrogen bond involving the OH-9 group in chloroform forms a strong hydrogen bond than in usnic acid itself and that this hydrogen bond becomes even stronger in the more polar solvent, dimethylsulfoxide. Tautomerism was observed in the Mannich base as demonstrated by deuterium isotope effects on chemical shifts. The position of the tautomeric equilibrium depends on the solvent, and the position of the equilibrium governs the strength of the OH-9 … O=C hydrogen bond.
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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem