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Synthesis of 1‐carboxy‐N, N, N‐tri‐[methyl‐ 14 C] methanaminium chloride (betaine [methyl‐ 14 C] hydrochloride)
Author(s) -
Goszczynski S.,
Crawford R.L.
Publication year - 1996
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199606)38:6<591::aid-jlcr864>3.0.co;2-e
Subject(s) - chemistry , hydrobromide , hydrochloride , betaine , ethyl bromoacetate , chloride , hydrochloric acid , methanol , yield (engineering) , hydrolysis , trimethylamine , alkaline hydrolysis , medicinal chemistry , sodium hydroxide , salt (chemistry) , hydroxide , organic chemistry , nuclear chemistry , materials science , metallurgy
Methyl bromoacetate was reacted with trimethylamine‐[ 14 C] dissolved in methanol, forming the methyl ester of [ 14 C] labeled betaine hydrobromide. The methyl ester was hydrolyzed in an alkaline medium to (carboxymethyl)trimethylammonium hydroxide inner salt, and then transformed into the hydrochloride by treatment with an equivalent amount of hydrochloric acid, yielding high purity material with a specific activity of 19.2 μCi/mmol and overall yield of 81.7%.