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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 18-19
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Original Articles

An Improved Procedure for the Synthesis of Terminal and Internal Alkynes from 10-Undecenoic Acid

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Pages 1941-1949 | Received 22 May 1991, Published online: 23 Sep 2006
 

Abstract

A remarkable solvent preference for dehydrobromination to yield 10-Undecynoic acid (5) and 9-Undecynoic acid (6) is observed in the case of 10,11-dibromoundecanoic acid (1). Thus, 10-Undecenoic acid can be easily and quantitatively converted to 6 in PEG-400, while 5 is produced in PEG-200. 5 can also be obtained in non-polar solvents with PEG-200/400 as a phase transfer catalyst.

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