NMR studies of the bishydroxy bisphosphonate synthesis from o-phthalic aldehyde and diethyl phosphite

✍ Scribed by Agnieszka Deron; Małgorzata Milewska; Józef Barycki; Wanda Sawka-Dobrowolska; Roman Gancarz

• Book ID: 102230771
• Publisher: John Wiley and Sons
• Year: 2002
• Tongue: English
• Weight: 180 KB
• Volume: 13
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.10014

✦ Synopsis

Abstract

The reaction of the o‐phthalic aldehyde with diethyl phosphite leading to the bishydroxy bisphosphonate has been studied. It was found that the reaction is complex and a cyclic acetal formed from the monohydroxyphosphonate is the first relatively stable product. It slowly transforms to the bishydroxy bisphosphonate. The latter compound undergoes intramolecular nucleophilic substitution of the phosphorus atom by the hydroxy group which results in a cyclic structure, a phosphonate‐hydroxyphosphate compound. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:157–164, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10014