Preparation of deuteriated succinic acids

✍ Scribed by Masashi Tashiro; Hirohisa Tsuzuki; Shin-Ichiro Isobe; Hideyuki Goto; Shoji Ogasahara; Shuntaro Mataka; Tadashi Yonemitsu

• Publisher: John Wiley and Sons
• Year: 1991
• Tongue: French
• Weight: 361 KB
• Volume: 29
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580290406

✦ Synopsis

Abstract

Succinic [2,3‐^2^H~2~]‐ and [2,2,3,3‐^2^H~4~]‐acids were prepared from maleic anhydride and dimethyl fumarate, and acetylene dicarboxylic acid and its dimethyl ester by treatment with CuAl and Ni‐Al alloys in 10% NaOD‐D~2~O in 95% to 100% isotopic purity. The succinic ^2^H~4~ acid having high isotopic purity was also obtained on the hydrolysis of 1,2‐ethanedinitrile with alkaline deuterium oxide. Based on the ^1^H{^2^H} spectra analysis of N‐(o‐biphenyl)[2,3‐^2^H~2~]succinimide, it was elucidated that the Raney alloy reduction with alkaline deuterium oxide proceeds stepwise.