Synthesis
The general procedure for the synthesis of 2,6-dimethylpyridine-4-carbaldehyde from 2,6-dimethyl-4-hydroxymethylpyridine was as follows: 2,6-dimethyl-4-hydroxymethylpyridine (1.00 g, 7.30 mmol) was dissolved in acetonitrile (20 mL), and 1,2-benzoyl-3(1H)-keto-1-hydroxyl-1-oxo (IBX) (2.00 g, 7.30 mmol). The reaction mixture was heated to reflux for 6 hours. After completion of the reaction, the solid was removed by filtration and washed with acetonitrile. The filtrate was concentrated under reduced pressure to give 2,6-dimethylpyridine-4-carbaldehyde as a brown liquid. Yield: 0.81 g (82%).
References
[1] Patent: US9238640, 2016, B2. Location in patent: Page/Page column 134; 135
[2] Patent: US2013/281399, 2013, A1. Location in patent: Paragraph 0732; .0735; 0740; 0760; 0770; 0752
[3] Chemical Communications, 2015, vol. 51, # 61, p. 12258 - 12261