Methanol → Methyl 2-chloro-5-fluoronicotinate

HRID 493559Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 493559
[Cl:1][C:2]1[N:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[OH-].[Na+].[CH3:19]O>>[Cl:1][C:2]1[N:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([O:6][CH3:19])=[O:5]

Komponenten

5

Edukt 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 114352432-Chloro-5-fluoronicotinic acid

Produkt 1

HCID 24229209Methyl 2-chloro-5-fluoronicotinateAusbeute 25 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2-chloro-5-fluoronicotinic acid (5.2 g, 30 mmol) in methanol (20 ml) was added conc. sulfuric acid (0.5 ml) and the reaction mixture was stirred at reflux for 30 hours. The reaction mixture was cooled to 0° C. and 0.5 N sodium hydroxide solution was added to the mixture. The whole was extracted with diethylether. The organic phase was washed with brine, dried (sodium sulfate), and concentrated to afford 3.2 g (25%) of the title compound:

Aufarbeitung

  1. temperatureat reflux for 30 hours
  2. extractionThe whole was extracted with diethylether
  3. washThe organic phase was washed with brine
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-904343bb1a7749c3b901288de5cb9bd7
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534914B2

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