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Polycyclic condensation products from 3-methyl-1,2-indandione

✍ Scribed by Peter Yates; Ray S. Dewey

Book ID
104213299
Publisher
Elsevier Science
Year
1962
Tongue
French
Weight
287 KB
Volume
3
Category
Article
ISSN
0040-4039

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✦ Synopsis

THE preparation of 3-methyl-1,2-indandione (I) was first investigated by von Braun and Kirschbaum', who obtained it as a viscous red oil by treatment of 3-methyl-1,2-indandione 2-oxime (II) with aqueous formaldehyde and hydrochloric acid. Shortly thereafter, Steinkopf and Bessaritsck reported the formation of two colorless crystalline products, m.p. 170-172' and 119-120Β°, from II on reaction with aqueous formaldehyde and a large excess of hydrochloric acid. Subsequently, Heller' obtained a single colorless product, m.p. 160-167' dec., by treatment of II with formaldehyde and hydrochloric acid in acetic acid. We have confirmed Heller's formulation of this compound as C21 H 0 and have shown it to be identical with the product ob-

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