Process for the production of substituted benzaldehydes

Details Process for the production of substituted benzaldehydes Process for the production of substituted benzaldehydes

1978-06-28

1980-07-22

Helfin, Bernard

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

Organic compounds

Oxygen containing

260465R, 260465G, 260465K, 204163R, 568655, 568430, C07C 4500

Patent

active

042139201

ABSTRACT:
A process for the production of benzaldehydes which are substituted in the ortho-position by an electrophilic group R, which comprises brominating an ortho-substituted compound of the formula I ##STR1## in which R represents the nitro group, the cyano group, an alkoxy group of 1 to 8 carbon atoms or a halogen atom, under irradiation with visible light in an inert solvent, to give the bromide of the formula II ##STR2## converting the resulting bromide by treatment with an alkali bromide in an inert solvent into a styrene compound of the formula III ##STR3## and ozonising this latter compound in an inert solvent to give the compound of the formula IV ##STR4##

REFERENCES:
patent: 3067205 (1962-12-01), Callighan et al.
patent: 3145232 (1964-08-01), Thompson
patent: 3637721 (1972-01-01), Pappas et al.
patent: 3799940 (1974-03-01), Mains
Kochergin et al., Chemical Abstracts vol. 58 [1963] 8942(b).
Morrison et al., Organic Chemistry, 3rd ed. (1973), 156-159.
Kliegl, Berichte, vol. 40 (#4) (1907) 4937-4942.

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