Preparation of nitroalkanes

Details Preparation of nitroalkanes Preparation of nitroalkanes

1980-05-27

1982-03-09

Michl, Paul R.

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

Organic compounds

Oxygen containing

568948, C07C 7602, C07C 7904

Patent

active

043190596

ABSTRACT:
A process for making nitroalkanes in which an alpha-bromoalkanoic acid is reacted with an alkali metal nitrite, e.g. NaNO.sub.2, in the presence of the magnesium ion (Mg.sup.++) in an aprotic solvent to form a chelate. Neutralization of the chelate with a mineral acid produces a nitroalkane having one less carbon atom than the reactant bromoalkanoic acid.

REFERENCES:
patent: 2117931 (1938-05-01), Allen
patent: 3014972 (1961-12-01), Hardies
patent: 3038015 (1962-06-01), Kornblum
Martin Stiles, "Carboxylation and Alkylation of Nitroparaffins and Ketones, Properties of .alpha.-Nitro Acids, Abstracts of Papers, 136th Meeting American Chemical Society, pp. 42p-43p, Sep. 1959.
Stiles, M. and Finkbeiner, H. L., "Chelation as a Driving Force in Synthesis", Journal of the Am. Chem. Soc., vol. 81, p. 506 (1959).

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