Ethanol → Ethyl 2,5-dichloronicotinate

HRID 493569

Reaktionsgleichung

Reaktionsgleichung von HRID 493569
[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 conc. 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-3991b91846c94e3bb9581a3fdd1b60eb
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534914B2

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