P-Methoxyphenylacetic acid

Elderfield, Gensler, Griffing, Kupchan, Maynard, Kreysa, and Wright, /. Am. Chem. Soc., 68, 1587 (1946). 

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Add 50 g. of the crude acetothiomorpholide to 400 ml. of 10 per cent, alcoholic sodium hydroxide solution and reflux the mixture for 10 hours. Distil off most of the alcohol, add 100 ml. of water to the residue, and strongly acidify the alkahne solution with hydrochloric acid. Cool, extract thrice with ether, dry the combined ether extracts, evaporate the solvent, and recrystallise the residue from water or dilute alcohol. The yield of p-methoxyphenylacetic acid, m.p. 85-86°, is 26 g. A further quantity of acid may be obtained by extracting the mother hquors with ether. 

Pseudo-Kolbe electrolysis is the name given to anodic decarboxylations where the electron transfer does not occur from the carboxylate but from a group attached to it [31]. These oxidations are characterized by potentials that are much lower than the critical potential for the Kolbe electrolysis. The salt of p-methoxyphenylacetic acid can be oxidized in methanol to afford the corresponding methyl ether as the sole product. The low oxidation potential of 1.4 V (see) suggests, that the electron is being transferred from the aromatic nucleus (Eq. 39) [31]. 

Anisindione Anisindione, 3-(/7-methoxyphenyl)indan-l,3-dion (24.2.11), differs from phenidione only in the presence of a p-methoxy group in the phenyl ring, and it is synthesized in the same manner as phenindione, but by using p-methoxybenzaldehyde or p-methoxyphenylacetic acid [30-32]. 

Mercury benzamide, 797 Mercury-sealed stirrers, 66-69, 220 Mesitaldehyde, 690, 701 Mesityl oxide, 353 Metaldehyde, 319 Metanilic acid, 586, 589 Methiodides, 660 Metho-p-toluenesulphonates, 660 p-Methoxyacetophenone, 733 p-Methoxybenzaldehyde, 690, 703 4-Methoxybenzoin, 708, 714 p-Methoxycinnamic acid, 719 p-Methoxyphenylacetic acid, 904, 905, 924, 925... 

Chen, J., Zheng, Y.G., and Shen, Y.C. 2008. Biosynthesis of p-methoxyphenylacetic acid from p-methoxyacetonitrile by immobilized Bacillus subtilis ZJB-063. Process Biochemistry, 43 978-83. 

METHOXYPHENYLACETIC ACID see MFE250 p-METHOXYPHENYLACETIC ACID see MFE250 o-METHOXYPHENYLAMINE see AOV900 p-METHOXYPHENYLAXONE see AOWOOO... 

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