𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Electroorganie Synthesis, 55[1]. Influences on the Selectivity of the Kolbe versus the Non-Kolbe Electrolysis in the Anodic Decarboxylation of Carboxylic Acids

✍ Scribed by Klocke, Elisabeth ;Matzeit, Agnes ;Gockeln, Marianne ;Schäfer, Hans J.

Publisher
Wiley (John Wiley & Sons)
Year
1993
Tongue
English
Weight
748 KB
Volume
126
Category
Article
ISSN
0009-2940

No coin nor oath required. For personal study only.

✦ Synopsis

Kolbe electrolysis / Non-Kolbe electrolysis / Carboxylic acids, a-alkoxy-/ Solvent effects The anodic decarboxylation of 3-oxanonanoic acid (2a) and 3oxapentadecanoic acid (2b) in methanol leads exclusively to products of the non-Kolbe electrolysis. The influence of coelectrolysis, solvent, current density, degree of neutralization and chain length of the alkoxy group on the anodic decar-boxylation of 2a, b have been investigated. An extended alkyl chain in the alkoxy group, coelectrolysis with long-chain fatty acids, ethanol or dimethylformamide as solvent, and a high current density favor the Kolbe coupling against the non-Kolbe electrolysis.

📜 SIMILAR VOLUMES

On the Kolbe-Schmitt synthesis of pharma
On the Kolbe-Schmitt synthesis of pharmacologically useful salicylates: Carboxylation of 2,4-di-t-butylphenol and identification and reduction of the formation of 2,2′-dihydroxy-3,3′,5,5′-tetra-t-butylbiphenyl in the synthesis of 3,5-di-t-butylsalicylic acid
✍ Mankulathu V. Chidambaram; John R. J. Sorenson 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 290 KB

The initial yield of 3,5-di-t-butylsalicylic acid obtained via Kolbe-Schmitt carboxylation of the potassium salt of 2,4-di-t-butylphenol was less than 1% and was accompanied by a 65% yield of 2,2'-dihydroxy-3,3',5,5'- tetra-t-butylbiphenyl, a dimer of the 2,4-di-t-butylphenol formed by ortho couplin