Synthesis of 4-allyl- and 4-benzyl-2,6-dimethylbromobenzene from 2,6-xylidine

A - Papers appearing in refereed journals

Elliott, M. and Janes, N. F. 1967. Synthesis of 4-allyl- and 4-benzyl-2,6-dimethylbromobenzene from 2,6-xylidine. Journal of the Chemical Society C: Organic. (0), pp. 1780-1782. https://doi.org/10.1039/J39670001780

AuthorsElliott, M. and Janes, N. F.
Abstract

-Allyl-2,6-xylidine was unchanged when heated alone, but rearranged to 4-allyl-2,6-xylidine with zinc chloride in refluxing xylene. When the hydrochloride was heated alone, the principal reaction was dissociation to allyl chloride and xylidine, and only a trace of 4-allyl compound was formed. In contrast, -benzyl-2,6-xylidine did not rearrange in the presence of zinc chloride but the required 4-benzyl-2,6-xylidine was obtained by direct benzylation of 2,6-xylidine. The 4-allyl-and 4-benzyl-2,6-xylidines were converted smoothly to the corresponding bromobenzenes by the Sandmeyer reaction.

Year of Publication1967
JournalJournal of the Chemical Society C: Organic
Journal citation(0), pp. 1780-1782
Digital Object Identifier (DOI)https://doi.org/10.1039/J39670001780
Open accessPublished as non-open access
ISSN00224952

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