A study of the Birch reduction of 4-methoxybenzoic acid

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  • A series of Birch reductions on 4-methoxybenzoic acid is described. The results obtained were from an extensive variation in the reaction parameters including reaction times, quantities and types of reagents; e.g. the use of different alkali metals (sodium, lithium), the use of methyl iodide in place of the normal proton source (ethanol). The examination of the products was pursued with particular interest in the fate of the 4-methoxyl group which was found to be cleaved completely in each reaction. The preliminary results obtained indicate that this cleavage occurs very early in the reduction sequence. The work on the examination of the products obtained is also described.

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  • Copyright © 1968 the author(s). Theses may be used for non-commercial research, educational, or related academic purposes only. Such uses include personal study, research, scholarship, and teaching. Theses may only be shared by linking to Carleton University Institutional Repository and no part may be used without proper attribution to the author. No part may be used for commercial purposes directly or indirectly via a for-profit platform; no adaptation or derivative works are permitted without consent from the copyright owner.

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  • 1968

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