Chemistry of hydrocarbon compounds – Unsaturated compound synthesis – Triple-bond product
Patent
1998-03-13
1999-09-14
Caldarola, Glenn
Chemistry of hydrocarbon compounds
Unsaturated compound synthesis
Triple-bond product
585 20, 585359, 585358, 585365, 585407, 585408, C07C 200, C07C 120, C07C 1207, C07C 1300
Patent
active
059525371
ABSTRACT:
The process of invention reacts an alkynyl halide with a mixture that includes a dialkylaminomagnesium halide or a bis(dialkylamino)magnesium compound to produce a cycloalkylacetylene compound. Preferably, the dialkylaminomagnesium halide compound is of the general formula R.sub.2 NMgX (where R is a linear, branched, or cyclic alkyl substituent or R.sub.2 N represents a heterocyclic alkyl amine and X is Cl, Br, or I) and the bis(dialkylamino)magnesium compound is of the general formula (R.sub.2 N).sub.2 Mg (where R is a linear, branched, or cyclic alkyl substituent or R.sub.2 N represents a heterocyclic alkylamine). In a preferred method of the invention, the reaction is conducted at moderate temperatures for a period of about 12 to 24 hours. The reaction mixture preferably includes tetrahydrofuran (THF), or a hydrocarbon, or a hydrocarbonether mixture. The preferred compounds produced by this process are cycloalkylacetylene compounds having 5 to 20 carbons, such as cyclopropylacetylene and cyclobutylacetylene.
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Stickley Kurt R.
Wiley David B.
Bullock In Suk
Caldarola Glenn
Wiley Organics, Inc.
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