4-Chloro-3-(hydroxymethyl)pyridine was prepared and isolated as its hydrochloride in 85% yield from 4-chloropyridine by formylation with dimethylformamide of the corresponding 3-lithium salt, followed by in situ reduction of the resulting 4-chloro-3-formylpyridine through a crossed-Cannizzaro reaction with aqueous formaldehyde.
A practical synthesis of 4-chloro-3-(hydroxymethyl)pyridine by regioselective one-pot lithiation/formylation/reduction of 4-chloropyridine / D. Albanese, M. Penso, M. Zenoni. - In: SYNTHESIS. - ISSN 0039-7881. - :8(1999), pp. 1294-1296.
|Titolo:||A practical synthesis of 4-chloro-3-(hydroxymethyl)pyridine by regioselective one-pot lithiation/formylation/reduction of 4-chloropyridine|
ALBANESE, DOMENICO (Primo)
|Parole Chiave:||4-chloro-3- formylpyridine; 4-Chloro-3-hydroxymethylpyridine; Aromatic formylation; Crossed Cannizzaro reaction; Regioselective lithiation|
|Settore Scientifico Disciplinare:||Settore CHIM/04 - Chimica Industriale|
|Data di pubblicazione:||1999|
|Appare nelle tipologie:||01 - Articolo su periodico|