Ethanol → Ethyl 2,5-dichloronicotinate

HRID 660248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660248
[Cl:1][C:2]1[N:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:12](O)[CH3:13].S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([O:6][CH2:12][CH3:13])=[O:5]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 27360852,5-Dichloropyridine-3-carboxylic acid

Produkt 1

HCID 5200405Ethyl 2,5-dichloronicotinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

To a solution of 2,5-dichloronicotinic acid (30 g, 0.16 mol) in toluene (100 ml) was added ethanol (50 ml) and cone, sulfuric acid (1 ml). The reaction mixture was heated at 130° C. for 3 days with stirring. Then the reaction mixture was cooled and poured into sat. sodium bicarbonate solution. The whole mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried (sodium sulfate), and concentrated to afford 34 g (quant.) of title compound:

Aufarbeitung

  1. temperatureThen the reaction mixture was cooled
  2. extractionThe whole mixture was extracted with ethyl acetate
  3. washThe organic phase was washed with brine
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7a57fb49b780498c840bae7fae7a2233
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084476B2

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