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Preparation of 4-phenylbutyric [2,3-2H2]-, [4,4-2H2]-, [2,3,4,4-2H4]-, and [2,2,3,3,4,4-2H6]-acids by use of crossed kolbe electrolysis as a key reaction

✍ Scribed by Masashi Tashiro; Hirohisa Tsuzuki; Hideyuki Goto; Shoji Ogasahara; Shuntaro Mataka


Publisher
John Wiley and Sons
Year
1991
Tongue
French
Weight
301 KB
Volume
29
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

The four deuteriated 4‐phenylbutyric [2,3‐^2^H~2~]‐, [4,4‐^2^H~2~]‐, [2,3,4,4‐^2^H~4~]‐, and [2,2,3,3,4,4‐^2^H~6~]‐acids have been synthesized in high isotopic purity by utilizing crossed Kolbe electrolysis of methyl hydrogen [^2^H~0~]‐, [2,3‐^2^H~2~], and [2,3,3,3‐^2^H~4~]‐succinates and phenyl acetic [^2^H~0~] and [^2^H~2~]‐acids as a key reaction.


πŸ“œ SIMILAR VOLUMES


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## Abstract Using Kolbe electrolysis of methyl hydrogen [^2^H~0~]‐, [^2^H~2~]‐, and [^2^H~4~]‐succinates as a key reaction, adipic [2,2‐^2^H~2~]‐, [2,3‐^2^H~2~]‐, [2,2,3,3‐^2^H~4~]‐, [2,3,4,5‐^2^H~4~]‐, [2,3,5,5‐^2^H~4~]‐, [2,2,3,3,5,5‐^2^H~6~]‐, and [2,2,3,3,4,4,5,5‐^2^H~8~]‐acids were prepared in

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4-Aminobutanoic a ~i d -2 , 2 -~H z and -4,4-2H2 were synthesized i n h i g h y i e l d w i t h h i g h deuterium incorporation, and then converted i n t o the corresponding deuterium-labelled a n t i -convul sant drug, progabi de, by means o f a t r a n s i m i n a t i on reaction.