Method for the preparation of an alkynyl compound

Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing

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585505, 585534, C07F 708, C07C 202

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050829610

ABSTRACT:
A novel and efficient method is proposed for the synthetic preparation of a long-chain alkynyl compound in a one-pot reaction without isolating the intermediate from the reaction mixture. The inventive method comprises the steps of: (a) a Grignard coupling reaction of an .omega.-halogeno-1-alkynyl magnesium halide compound of the general formula X.sup.1 MgC.tbd.C(CH.sub.2).sub.n X.sup.2, in which X.sup.1 is a halogen atom, X.sup.2 is an atom of Br or I and n is 3 to 10, and a Grignard reagent of the general formula RMgX.sup.1, in which R is a group selected from the class consisting of alkyl groups, alkenyl groups, alkynyl groups, alkapolyenyl groups, aryl groups and hydrocarbon groups having protected hydroxy group to give an intermediate compound of the general formula X.sup.1 MgC.tbd.C(CH.sub.2).sub.n R; (b) subjecting the intermediate compound to a reaction with a reactant selected from the class consisting of C.sub.2 -synthons, C.sub.1 -synthons and chlorosilane compounds having reactivity with the intermediate compound at the X.sup.1 Mg-terminal; and (c) hydrolyzing the reaction product obtained in step (b).

REFERENCES:
patent: 2855441 (1919-10-01), Sondheimer
patent: 4384158 (1983-05-01), Ishihara et al.

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