Ethanol → Ethyl 5,6-Dichloronicotinate

5,6-Dichloronicotinic acid (4.90 g) was dissolved in ethanol (40 mL), and thionyl chloride (2.0 mL) was added thereto under ice-cooling. The mixture was refluxed for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and saturated aqueous sodium hydrogencarbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The extract was dried and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography to give ethyl 5,6-dichloronicotinate (4.85 g) as a white solid.

1. temperatureunder ice-cooling
2. temperatureThe mixture was refluxed for 1.5 hr
3. concentrationThe reaction mixture was concentrated under reduced pressure, and saturated aqueous sodium hydrogencarbonate solution
4. additionwas added to the residue
5. extractionThe mixture was extracted with ethyl acetate
6. customThe extract was dried
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by silica gel chromatography

ORD record

ord-cca9370459ad44c084ce39b7dbc25385

Source dataset

uspto-grants-2006_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07074794B2