Method for preparing cyanoacetic acid higher ester

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitriles

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C07C25519

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active

056987307

ABSTRACT:
A cyanoacetic acid higher ester represented by the general formula: NCCH.sub.2 COOR', wherein R' represents an alkyl group having 4 to 20 carbon atoms, is prepared by subjecting a cyanoacetic acid ester represented by the general formula: NCCH.sub.2 COOR.sup.1, wherein R.sup.1 represents an alkyl group having 1 to 3 carbon atom, to a transesterification with an alcohol represented by the general formula: R'OH, wherein R' represents an alkyl group having 4 to 20 carbon atoms, in the presence of a specific tin compound as the catalyst. According to the present invention, the cyanoacetic acid higher esters which are useful as intermediates for pharmaceuticals and agricultural chemicals as well as intermediates for industrial products can be prepared easily and in higher yield as compared with conventional methods, by using a cyanoacetic acid ester and an alcohol which are less expensive and easily available as raw materials.

REFERENCES:
patent: 3773808 (1973-11-01), Wesselman
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J. Am. Chem. Soc., 64, 2271-2274 (1942).
J. Chem. Soc., 423-429 (1955).
Org. Synth. Coll., vol. 5, 171 (1973).
Annales de Chimie (Paris), 9 (9), 69 (1918).
Studies in Mass Spectrometry, Tetrahedron, 23, 305 (1967).
Diisopropyl (2S,3S)-2,3-OIsopropylidenetartrate, Org. Synth., 65, 230 (1987).
Helv. Chim. Acta., 65, 1197 (1982).
Helv. Chim. Acta., 65, 495 (1982).
Titanate-Mediated Transesterifications with Functionalized Substraes, Synthesis, 138 (1982).
Chimia, 28 (5), 234-235 (1974).
Chemical Abstracts, 82: 169976b (1982).

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