Phosphorus oxychloride → Methyl 5-chloropyrazine-2-carboxylate

HRID 340088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 340088
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8](O)=[CH:7][N:6]=1)=[O:4].O=P(Cl)(Cl)[Cl:14]>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([Cl:14])=[CH:7][N:6]=1)=[O:4]

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 178498852HCID 178498852, Verbindung

Produkt 1

HCID 406081Methyl 5-chloropyrazine-2-carboxylateAusbeute 55,1 %

Versuchsvorschrift

A mixture of 5-hydroxy-pyrazine-2-carboxylic acid methyl ester (Preparation 40, 50 g, 324 mmol) and POCl3 (500 mL, 5.36 mol) was heated under reflux for 1.5 hours and then poured onto ice. The resulting mixture was extracted with ether (4×500 mL). The organic layers were concentrated in vacuo, and the residue was recrystallised from toluene to give the title compound (30.8 g) in a 55% yield.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. additionpoured onto ice
  4. extractionThe resulting mixture was extracted with ether (4×500 mL)
  5. concentrationThe organic layers were concentrated in vacuo
  6. customthe residue was recrystallised from toluene

Quellen und Nachweise

ORD-Eintrag
ord-c1d6df4458084bd5a9aa6c99389f3a42
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895544B2

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