Reaktion #63228

Reaktionsgleichung

ethanolamine

picolinic acid chloride

→

N-(2-Hydroxyethyl)pyridine-2-carboxamide

Lösungsmittel

dimethylformamide

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to 0°-5°
2. 2
   workup.DISTILLATIONThe dimethylformamide was distilled off under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in methylene chloride
4. 4
   Sonstigeseparated from the insoluble constituents
5. 5
   Sonstigechromatographed on silica gel
6. 6
   Waschenelution agent

Vorschrift

15.4 ml of ethanolamine were placed under argon with 30 ml of dimethylformamide and cooled to 0°-5°. A solution of 11.3 g of picolinic acid chloride in 100 ml of dimethylformamide was added dropwise thereto at 0°-10° and the mixture was stirred at room temperature overnight. The dimethylformamide was distilled off under reduced pressure. The residue was dissolved in methylene chloride and separated from the insoluble constituents, and thereafter chromatographed on silica gel; elution agent: methylene chloride, thereafter methylene chloride/methanol (9:1). N-(2-Hydroxyethyl)pyridine-2-carboxamide was obtained as a yellow oil.

Quelle