Ethylene Glycol → 2-[(6-Chloropyrimidin-4-yl)oxy]ethan-1-ol

HRID 2311

Reaktionsgleichung

Reaktionsgleichung von HRID 2311
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[CH2:9]([OH:12])[CH2:10][OH:11].[H-].[Na+]>O1CCCC1>[Cl:1][C:2]1[N:3]=[CH:4][N:5]=[C:6]([O:11][CH2:10][CH2:9][OH:12])[CH:7]=1

Komponenten

5

Edukt 3

HCID 174Ethylene GlycolHCID 24758Sodium hydrideHCID 709434,6-Dichloropyrimidine

Produkt 1

HCID 125648862-[(6-Chloropyrimidin-4-yl)oxy]ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a mixture of 4,6-dichloropyrimidine (5.0 g), ethylene glycol (100 ml) and tetrahydrofuran (100 ml)is added sodium hydride (60% dispersion-type, 1.34 g) under ice-cooling. The mixture is stirred at the same temperature for two hours, and evaporated to remove the solvent. The residue is extracted with ethyl acetate, and the ethyl acetate extract is dried, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=5:1~2:1) to give 2-(6-chloropyrimidin-4-yloxy)ethanol (5.67 g) as an oily product.

Aufarbeitung

  1. temperaturecooling
  2. customevaporated
  3. customto remove the solvent
  4. extractionThe residue is extracted with ethyl acetate
  5. extractionthe ethyl acetate extract
  6. customis dried
  7. concentrationconcentrated under reduced pressure
  8. customThe residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=5:1~2:1)

Quellen und Nachweise

ORD-Eintrag
ord-f570953042144533ac7122491f64e455
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728706

Verknüpfte Notizen

Wird geladen…