Preparation of trialkoxybenzaldehydes

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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C07C 47548

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049334980

ABSTRACT:
3,4,5-Trialkoxybenzaldehydes, notably 3,4,5-triamethoxybenzaldehyde, are prepared by hydrolyzing 5-bromo-4-hydroxy-3-methoxybenzaldehyde with an alkali metal hydroxide, in water and in the presence of a copper catalyst, and then directly sequentially (i.e., without separating any reaction intermediates) etherifying the 4,5-dihydroxy-3-methoxybenzaldehyde thus produced with a lower alkyl halide, in an aqueous medium and at a pH maintained at a value of from 6 to 12, optionally in the presence of a catalyst.

REFERENCES:
Pearl et al., J. Am. Chem. Soc., vol. 74, pp. 4262-4263 (1952).

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