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Synthesis of [1‐ 14 C‐carboxy]‐4‐benzoylbenzoic acid
Author(s) -
Nakamaye Kay L.,
Yount Ralph G.
Publication year - 1985
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/jlcr.2580220610
Subject(s) - chemistry , methoxide , reagent , hydrolysis , phosphorus pentachloride , grignard reagent , grignard reaction , organic chemistry , sodium methoxide , medicinal chemistry , methanol
[1‐ 14 C‐Carboxy]‐4‐benzoylbenzoic acid has been prepared via a Grignard reaction with 14 CO 2 . 4‐Bromobenzophenone was converted to (4‐bromophenyl)‐phenyldichloromethane using phosphorus pentachloride. The dichloro compound was reacted with methoxide ion to form 4‐bromobenzophenone dimethylketal which was subsequently converted to its Grignard reagent, carboxylated with 14 CO 2 , and acid hydrolyzed to the final product. Using excess Grignard reagent, virtually quantitative conversion of 14 CO 2 to product was obtained.