engleski

Formylation of 2, 5-Unsubstituted Oxazole: Preparation and Characterization of 2- and 5-Formyl-4-Methyloxazoles

Vilsmeier formylation of 4-methyloxazole (1) gave a mixture of 4-methyl-5-oxazolecarboxaldehyde (2) and 4-metyl-2-oxazolecarboxaldehyde (3) in l:l ratio. Both aldehydes were prepared nambiguously: adehyde (2) by oxidation of 5-hydroxymethyl-4-methyloxazole (4) and reduction of chloride of 4-methy-5-oxazolecarboxylic acid (5) and aldehyde (3) by n-butyllithium/DMF procedure. Aldehyde (2) sublimes in a refrigerator while aldehyde (3) forms hydrate, 5-dihydroxymethyl-4-methyloxazole (8).

oxazole ; methyloxazole ; formylation

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