Nucleophilic substitution process

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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562434, 562438, 560 46, 560 55, 560 21, 560 23, 548473, 548470, 548472, C07C 7946

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active

044763158

ABSTRACT:
Nitroarylacetic acid esters are prepared by reacting a nitroaromatic compound which is devoid of halogen on the aromatic ring carrying a nitro group with an alpha,alpha-disubstituted acetic acid ester in an inert solvent and in the presence of a base so that the ester undergoes a nucleophilic substitution on an unsubstituted ring carbon of the nitroaromatic compound during which an alpha-substituent functions as a leaving group. Nitrobenzene acetic acids and their esters are useful intermediates for the synthesis of pharmaceuticals.

REFERENCES:
Golenski J., Tetrahedron Letter, No. 37, pp. 3495-3498.
Mokosza M., J. Org. Chem. 1980, 45, 1534-1535.
Mokosza M., Int. Conf. Biotechnol. Biol., Act. Nat. Prod. (Proc), 1st, 1981, Issue 2, pp. 480-490.

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