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Simplified synthesis of 1,1′[ 14 C]‐methylene‐di (2‐naphthol). A radiochemical and kinetic approach
Author(s) -
Angelini Giancarlo,
Ursini Ornella,
Minetti Patrizia,
Celona Diana,
De Angelis Francesco
Publication year - 2004
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.838
Subject(s) - chemistry , methylene , decomposition , acetonitrile , paraformaldehyde , kinetic energy , carbon 14 , stereochemistry , radiochemistry , nuclear chemistry , medicinal chemistry , organic chemistry , physics , quantum mechanics
The synthesis of the 1,1′[ 14 C]‐methylene‐di‐(2‐naphthol) 2 , as the radiolabeled probe of a possible interaction between the β ‐amyloid fibrils and the di‐naphthol mojety in the Alzheimer's disease, is reported. Very simple radiochemical procedure, starting from [ 14 C]paraformaldehyde, produced 8.66 MBq of compound 2 at the specific radioactivity of 1.22 TBq/mol. A mechanistic and kinetic approach allowed the comprehension of the right experimental conditions. The stability of compound 2 in acetonitrile solution was investigated, denoting a significative decomposition process through the transient formation of the 1,2‐naphthyne intermediate. Copyright © 2004 John Wiley & Sons, Ltd.