Hydrochloric Acid → 2,6-Dimethyl-4-trifluoromethylpyridine-3-carboxylic acid hydrochloride

Methyl 2,6-dimethyl-4-trifluoromethylpyridine-3-carboxylate (23.30 g, 99.9 mmol) was dissolved in ethanol (50 mL), followed by the addition of 5 mol/L aqueous solution of potassium hydroxide (50 mL, 250 mmol). The mixture was subjected to heating under reflux for 2 days. The reaction mixture was allowed to cool down to room temperature, and concentrated hydrochloric acid (15 mL) was added and concentrated under reduced pressure. The residue was azeotropically distilled three times with ethanol and toluene. The residue was suspended in ethanol under heat, and subsequent to filtration, the filtrate was concentrated under reduced pressure. The residue was azeotropically distilled twice with toluene, and subsequent to the addition of ether, the reaction product was collected by filtration to obtain the title compound (25.24 g, 99%) as a colorless powder.

1. temperatureto heating
2. temperatureunder reflux for 2 days
3. concentrationconcentrated under reduced pressure
4. distillationThe residue was azeotropically distilled three times with ethanol and toluene
5. temperatureunder heat
6. filtrationsubsequent to filtration
7. concentrationthe filtrate was concentrated under reduced pressure
8. distillationThe residue was azeotropically distilled twice with toluene
9. additionsubsequent to the addition of ether
10. filtrationthe reaction product was collected by filtration

ORD record

ord-b5cfb64a787549bea1129a4e7b5f78a6

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07750150B2