The preparation method of ethyl 2-oxo-3-piperidinecarboxylate

Abstract

The invention provides a preparation method of 2-oxo-3-ethyl piperidinecarboxylate. The preparation method comprises the following steps: S1, mixing diethyl malonate and a base catalyst uniformly, andthen dropwise adding acrylonitrile at 10 to 50 DEG C for reaction to obtain diethyl 2-(2-cyanoethyl)malonate; S2, reacting 2-(2-cyanoethyl)malonate, an organic solvent and a Raney cobalt catalyst at75-130 DEG C in a hydrogen atmosphere, and carrying out recrystallization to obtain 2-oxo-3-ethyl piperidinecarboxylate. Compared with the prior art, the preparation method has the beneficial effectsthat the raw materials are easily available, the operation is simple, and the total yield reaches 77% or higher compared with a classic N.F.Albertsm method (which is improved by 20%), so that the preparation method is very suitable for industrial production.

Description

technical field

[0001] The invention relates to a preparation method of ethyl 2-oxo-3-piperidinecarboxylate, which belongs to the technical field of chemical intermediates. Background technique

[0002] Ethyl 2-oxo-3-piperidinecarboxylate is a fine chemical intermediate used in the manufacture of melatonin, a brain health product. As early as 1949, N.F.Albertsm and others published the synthesis method of ethyl 2-oxo-3-piperidinecarboxylate in the American Journal of Chemistry (JACS). They used the condensation reaction of diethyl malonate and acrylonitrile to obtain the intermediate cyanoethyldiethyl malonate, which was then hydrogenated and cyclized in the presence of catalyst Raney Ni to obtain the product 2-oxo-3-piperidine Ethyl formate, the total yield of the two-step reaction is 57.3%. Its reaction scheme is as follows:

[0003]

[0004] The method of synthesizing ethyl 2-oxo-3-piperidinecarboxylate proposed by N·F·Albertsm has become a classic method for synthe...

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