Process for the preparation of 2-nitrobenzaldehyde

Details Process for the preparation of 2-nitrobenzaldehyde Process for the preparation of 2-nitrobenzaldehyde

1975-03-11

1980-05-20

Helfin, Bernard

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

Organic compounds

Oxygen containing

562434, 568939, C07C 4518

Patent

active

042039282

ABSTRACT:
2-Nitrobenzaldehyde, a valuable chemical intermediate, is produced by treating the alkali metal salt of a 2-nitrophenylpyruvic acid with an alkali metal hypochlorite in an aqueous medium to produce the corresponding 2-nitrobenzylidene chloride which, upon hydrolysis, yields the desired aldehyde. The 2-nitrophenylpyruvic acid starting material is advantageously prepared through the reaction of a 2-nitrotoluene and a diester of oxalic acid in the presence of an alkali metal alcoholate and can be used directly in the subsequent hypochlorite reaction without isolation. The process is industrially attractive in terms of the overall yield, the availability of starting materials, and the ease of the manipulative steps involved.

REFERENCES:
Cassebaum, Jr.; Pr. Chem. (4) 29(1965), 59-64.
Reissert, Ber. Deut. Chem. Ges, vol. 30 (1897), 1030-1053.
Clarens, Comptes Rendus, vol. 157 (1913), pp. 216-219.
Fieser et al., Reagents for Organic Synthesis (1967), pp. 1083-1087.
Patterson, A German-English Dictionary for Chemists (1959), p. 303.
Webel, A German-English Scientific Dictionary (1930), p. 390.

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