A Novel Catechol Compound, an Unusual Side Reaction Product of a β-Ketoester with Pyruvic Aldehyde and Its Inhibition by Sodium Dithionite

Takeaki Kato Matsugaki Chemical Industries Co. Ltd., Kita-ku, Osaka, Japan

Masao Mochizuki Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan

Shigeru Okano Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan

Noritada Matsuo Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan

Abstract

The structure of an usual catechol byproduct in the aldol condensation of the salt of 3-oxo-6-heptenoate and pyruvic aldehyde, and the discovery of an additive to inhibit its formation are described.

Acknowledgments

We are grateful to Professor A. S. Kende of the University of Rochester, Rochester, NY (USA) for his invaluable suggestions on the reaction mechanism of the catechol formation in addition to checking a draft.

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A Novel Catechol Compound, an Unusual Side Reaction Product of a β-Ketoester with Pyruvic Aldehyde and Its Inhibition by Sodium Dithionite

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A Novel Catechol Compound, an Unusual Side Reaction Product of a β-Ketoester with Pyruvic Aldehyde and Its Inhibition by Sodium Dithionite

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