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.
A practical synthesis of 4-chloro-3-(hydroxymethyl)pyridine by regioselective one-pot lithiation/formylation/reduction of 4-chloropyridine
D. AlbanesePrimo
;
1999
Abstract
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.
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