Synthesis 2002(10): 1344-1346
DOI: 10.1055/s-2002-33122
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Highly Efficient Synthesis of Methylenecyclopropane

Paul Binger*, Axel Brinkmann, Petra Wedemann
Max-Planck-Institut für Kohleforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
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Further Information

Publication History

Received 19 February 2002
Publication Date:
01 August 2002 (online)

Abstract

An efficient procedure for the preparation of methylenecyclopropane (3), a valuable starting material in organic synthesis, has been developed from methallyl chloride (1) and alkali metal [bis(trimethylsilyl)]amide [M(BTMSA) (M = Na, K), 2b,c]. The advantages of this new method are the higher yield of methylenecyclopropane up to 79% and a homogenous reaction mixture, i.e. both substrates are soluble in organic solvents such as toluene and dibutyl ether.

1

Present address: Fachbereich Chemie der Universität Kaiserslautern, Postfach 3049, 67653 Kaiserslautern, Germany.

9

Binger P.; Studiengesellschaft Kohle MbH, Ger. Offen. DE 4333491, 1995; Chem. Abstr. 1996, 122, 264949