Ethanol → 2-Ethoxy-6-iodopyrazine

HRID 256885

Reaktionsgleichung

Reaktionsgleichung von HRID 256885
I[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([I:8])[N:3]=1.[Na].[CH2:10]([OH:12])[CH3:11]>>[I:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([O:12][CH2:10][CH3:11])[N:3]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 5360545SodiumHCID 110020782,6-Diiodopyrazine

Produkt 1

HCID 157501282-Ethoxy-6-iodopyrazine

Versuchsvorschrift

2,6-Diiodopyrazine (12 g, 36.14 mmol) was added to a solution of sodium (0.83 g, 36.10 mmol) in ethanol (75 ml). The solution was refluxed for 1 h, the solvent removed under vacuum, water (40 ml) added and extracted into dichloromethane (4×200 ml). The solvent was removed under vacuum and the residue chromatographed through silica-gel using dichloromethane as eluant to give 2-iodo-6-ethoxy pyrazine (6.5 g). m.p. 36°-37° C.; δ (60 MHz, CDCl3) 1.30 (3H, t, J=7 Hz, Me); 4.35 (2H, q, J=7 Hz, CH2Me); 8.07 (1H, s, pyrazine-H): 8.35 (1H, s, pyrazine-H).

Aufarbeitung

  1. temperatureThe solution was refluxed for 1 h
  2. customthe solvent removed under vacuum, water (40 ml)
  3. additionadded
  4. extractionextracted into dichloromethane (4×200 ml)
  5. customThe solvent was removed under vacuum
  6. customthe residue chromatographed through silica-gel

Quellen und Nachweise

ORD-Eintrag
ord-9fb4e3fea5744389be333f882c290680
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05260293

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