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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 6
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Original Articles

A Quick Procedure for the Preparation of 1-N,N-Dialkylamino-1-Buten-3-Ynes

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Pages 807-810 | Accepted 24 Jan 1991, Published online: 23 Sep 2006
 

Abstract

1-N,N-Dialkylamino-1-buten-3-ynes, HC°CCH[tbnd]CHNR2 (R [dbnd] CH3 or C2H5, E / Z ratio ∼ 97: 3) have been prepared in 80 and 84% yields by treating the Mannich-coupling products from HC[dbnd]CCH2OCH3 and R2NCH2OH, CH3OCH2C[tbnd]CCH2NR2, with two equivalents of potassium amide in liquid ammonia and subsequently adding methanol or ammonium chloride.

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