Process for preparing protocatechualdehyde

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

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546434, 546436, C07C 3410, C07D30700, C07B31744

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active

056963017

ABSTRACT:
Protocatechualdehyde is prepared by the steps of reacting piperonyl dichloride with molecular chlorine in the presence of phosphorus trichloride, phosphorus pentachloride or sulfuryl chloride to prepare dichloropiperonylidene dichloride and hydrolyzing the dichloropiperonylidene dichloride. The piperonyl dichloride can be prepared by the reaction of piperonal with thionyl chloride in the presence of dimethylformamide.

REFERENCES:
patent: 5420308 (1995-05-01), Andres
patent: 5525739 (1996-06-01), Andres
Schiess etal., Formation of Substituted Benzocyclobutenes through Flash Vacuum Pyrolysis, Tet. Lett., vol. 23, No. 36, pp. 3669-3672, 1982.
Bich et al., Synthesis of 3,4-dihydroxy-2-methoxybenzaldehyde: The Use of Methylenedioxy as a Protecting Group, Aust. J. Chem., vol. 22, No. 7, pp. 1563-1568, 1969.

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