Preparation method of ethyl 2-cyanopropionate

Abstract

The invention discloses a preparation method of ethyl 2-cyanopropionate. The preparation method comprises the following steps: (1) adding ethyl cyanoacetate, an organic solvent, formaldehyde and a Pd / C catalyst into a high-pressure hydrogenation kettle; (2) introducing nitrogen to replace air, then introducing hydrogen until the pressure is 1.0-5.0 MPa, and performing stirring and reacting at the temperature of 50-100 DEG C; (3) after the reaction is finished, performing filtering, recovering the catalyst, washing filtrate with water, performing separating, collecting an organic phase, performing drying, performing concentrating, and performing reduced pressure distillation to obtain the ethyl 2-cyanopropionate. The preparation method is simple and feasible in process, low in cost and high in production efficiency, and the obtained product is high in yield and good in purity; the use of highly toxic cyanide in the traditional preparation process is avoided, and the safety is high; the use of glacial acetic acid and piperidine is avoided, the corrosion to equipment is reduced, the safety is high, and the method is suitable for large-scale production.

Description

technical field [0001] The invention belongs to the technical field of compound preparation, and in particular relates to a preparation method of ethyl 2-cyanopropionate. Background technique [0002] Ethyl 2-cyanopropionate is an important intermediate for the preparation of alminoprofen. The traditional mainstream process is to prepare by reacting ethyl 2-bromopropionate with sodium cyanide or potassium cyanide, such as Kim, K. E.; Li, J.-M.; Grubbs, R. H.; Stoltz, B. M. Catalytic Anti-Markovnikov Transformations of Hindered Terminal Alkenes Enabled by Aldehyde-Selective Wacker-Type Oxidation. J. Am. Chem. Soc. 2016, 138 , 13179. Alternatively prepared by reaction of ethyl cyanoacetate with methyl iodide as in Rao, M. N.; Haridas, M.; Gangwar, M. K.; Rajakannu, P.; Kalita, A.; Ghosh, P. Asymmetric Base-Free Michael Addition at Room Temperature with Nickel-Based Bifunctional Amido-Functionalized N-Heterocyclic Carbene Catalysts. Eur. J. Inorg. Chem. 2015, 1604. ...

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Problems solved by technology

[0003] A kind of method of preparing ethyl cyanopropionate is disclosed in U.S. Patent US3956357A, is in the presence of hydrogenation catalyst, cyanoacetate, formaldehyde and condensation catalyst react, although this method avoids sodium cyanide, The use of highly toxic substances such as potassium cyanide and methyl iodide, however, requires the use of a large amount of reaction aids and polymerization inhibitors such as glacial acetic acid and piperidine, which seriously corrodes the equipment and is not conducive to large-scale industrial production

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