反应详情

To 15 g of 6 -methyl-2-pyridylcarboxylic acid (122 mmol) in 200 ml benzene is added dropwise 19.1 g (150 mmol) oxalyl chloride (dissolved in 30 ml benzene) with ice bath cooling. After 1 hr, solvent and excess chloride are removed. Concentrate is taken up in 100 ml benzene, cooled to ~10° & 175 mmol AlCl3 added. The solution is heated to 25° for 1 hour, then heated to reflux for 2 hours, and finally cooled and stirred overnight. The mixture is poured onto ice/conc. HCl, then washed with ether. Fifty Percent (50%) sodium hydroxide is added until the precipitate is dissolved. The solution is extracted with CHCl3, washed with water, dried and stripped, leaving 6-benzoyl-2-methylpyridine.

1. temperaturecooling
2. customsolvent and excess chloride are removed
3. concentrationConcentrate
4. temperaturecooled to ~10°
5. temperatureThe solution is heated to 25° for 1 hour
6. temperatureheated
7. temperatureto reflux for 2 hours
8. temperaturefinally cooled
9. additionThe mixture is poured onto ice/conc
10. washHCl, then washed with ether
11. additionFifty Percent (50%) sodium hydroxide is added until the precipitate
12. dissolutionis dissolved
13. extractionThe solution is extracted with CHCl3
14. washwashed with water
15. customdried