Methanol → HCID 136401071, compound

Participants

Reaction Steps

3-Methyl-2-hydroxy-5-nonylacetophenone (2b) (102.5 g, 0.37 mol) was treated with hydroxylamine sulfate (36.44 g, 0.22 mol) and anhydrous sodium acetate (36.44 g, 0.44 mol) in methanol (150 mL) at reflux for 7 h. Crude product in the solvent was filtered and concentrated. The resulting oxime was converted to copper(II) complex and purified further by flash column chromatography. Pure fractions were pooled and treated with aqueous 200 gpl sulfuric acid. Removal of the solvent gave 3-methyl-5-nonylsalicylaldoxime.

Provenance & Evidence