Rearrangement and cleavage of the Grignard reagent from 5-(chloromethyl) norbornene

…, K Condroski, H Sonnentag, D Skalitzky…

Index: Hill, E. Alexander; Hsieh, King; Condroski, Kevin; Sonnentag, Heidi; Skalitzky, Donald; Gagas, Donald Journal of Organic Chemistry, 1989 , vol. 54, # 22 p. 5286 - 5292

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Citation Number: 7

Abstract

Results Grignard reagents were prepared in tetrahydrofuran (THF) from a mixture of endo and exo isomers containing about 87% of endo-5-(chloromethyl) norbornene (1-CI) and from a pure sample of the exo isomer 2-C1 and heated to temperatures of 80-120 OC in sealed tubes. The progress of the reaction was followed by observation of the 13C NMR spectrum of the Grignard solutions, and samples were also hydrolyzed after partial ...