Abstract
3-Hydroxy-3-alkylphthalides obtained from phthalic anhydride and dialkylcadmium reagents have been reduced to 3-alkylphthalides and thence to 2-alkylbenzoic acids. The basic copper salts upon thermal rearrangement have yielded 6-alkylsalicylic acids and the n-undecyl, n-pentadecyl, and n-heptadecyl compounds have been shown to be identical with the hydrogenated ‘anacardic acids’ derived from several different natural products. 3-Alkylphenols were also obtained as by-products from the rearrangement, as well as from the reaction of normal copper salts. 3-Methoxyphthalic anhydride, unlike 3-nitrophthalic anhydride, gave a mixture of the two possible acyl products upon reaction with a dialkylcadmium. Hydroxylation by way of arylthallium bis(trifluoroacetates) was not successful.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 1
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
