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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 21
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Original Articles

Convenient Procedures for t-Butylacetylene and Vinylacetylene

H. D. Verkruijsse Department of Preparative Organic Chemistry of the University, Debye Institute, Padualaan 8, 3584, CH, Utrecht, The Netherlands
&
L. Brandsma Department of Preparative Organic Chemistry of the University, Debye Institute, Padualaan 8, 3584, CH, Utrecht, The Netherlands
Pages 3355-3358 | Received 21 Sep 1990, Published online: 24 Oct 2006
 
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Abstract

Treatment of the dichlorides t-C4H9CH2CHCl2 and E-ClCH2CH[dbnd]CHCH2Cl with a suspension of powdered potassium hydroxide in high-boiling petroleum at elevated temperatures in the presence of Aliquat-336 and pinacol gives t-butylacetylene and vinylacetylene in high yields. Vinylacetylene is also obtainable by treating E-ClCH2CH[dbnd]CHCH2Cl with a concentrated aqueous solution of KOH in the presence of Aliquat-336.

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