Methylene Analogs of Cyclobutenedione. IV. The Reaction of 3,4-Bis(diphenylmethylene) cyclobutanedione Monoacetal and Its Derivatives with Methanolic Potassium Hydroxide
- 1 June 1972
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 45 (6) , 1820-1824
- https://doi.org/10.1246/bcsj.45.1820
Abstract
The reaction of 2,2-dimethoxy-3,4-bis(diphenylmethylene)cyclobutanone (II), 2,2-dimethoxy-3,4-bis(diphenylmethylene)cyclobutanol (III), 2-hydroxy-3,4-bis(diphenylmethylene)cyclobutanone (IV), and 2-methoxy-3,4-bis(diphenylmethylene)cyclobutanol (VIII) with methanolic potassium hydroxide was studied. The three methoxy compounds, II, III, and VIII, afforded the ring-opened products, methyl 4,4-dimethoxy-2-diphenylmethylene-3-diphenylmethylbut-3-enate (X), 4,4-dimethoxy-2-diphenylmethylene-3-diphenylmethyl-but-3-enal (XIII), and 4-methoxy-2-diphenylmethylene-3-diphenylmethylbut-3-enal (XVI) respectively. However, the ketoalcohol IV afforded the enolizable cyclobutenedione, 3,4-bis(diphenylmethyl) cyclobutenedione (XXI).Keywords
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