Reaktion #44258

Reaktionsgleichung

2,6-dichloro-5-fluoronicotinic acid

NaOH

HCl

→

desired product

Ausbeute 47.0%

2-chloro-5-fluoro-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Ausbeute 47.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 2 hours
2. 2
   TemperaturThe mixture was cooled for 30 minutes in an ice bath
3. 3
   Filtrationthe solid filtered
4. 4
   Waschenwashed with H2O
5. 5
   Filtrationfiltered
6. 6
   Waschenwashed with warm EtOH
7. 7
   SonstigeThe solids were collected
8. 8
   Sonstigedried under vacuum overnight

Vorschrift

A mixture of 2,6-dichloro-5-fluoronicotinic acid (15.00 g, 71.43 mmol, Lancaster Synthesis) and 2 N NaOH (178.6 ml, 357.2 mmol) was stirred at reflux for 2 hours and then at room temperature for 16 hours. The reaction mixture was cooled to 0° C. and acidified with 12 N HCl (32.74 ml, 392.9 mmol). The mixture was cooled for 30 minutes in an ice bath, the solid filtered and washed with H2O. The isolated solid was slurried in warm EtOH, filtered and then washed with warm EtOH. The solids were collected and dried under vacuum overnight to yield the desired product (6.4 g, 47%) as a beige solid.

Quelle