Ethylene Glycol → 2-(Cyclohex-2-enyloxy)ethanol

HRID 425071

Reaktionsgleichung

Reaktionsgleichung von HRID 425071
Br[CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1.[CH2:8]([OH:11])[CH2:9][OH:10].C([O-])([O-])=O.[Cs+].[Cs+].CC(=O)OCC>CN(C=O)C.O>[CH:2]1([O:10][CH2:9][CH2:8][OH:11])[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1

Komponenten

7

Edukt 4

HCID 174Ethylene GlycolHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 1370573-Bromocyclohexene

Produkt 1

HCID 112865262-(Cyclohex-2-enyloxy)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 3-bromocyclohex-1-ene (0.5 g) in anhydrous DMF (5 mL) were added ethylene glycol (3 eq) and Cs2CO3 (5 g). The mixture was heated to 80° C. and stirred overnight, after which TLC (PE:EA=20:1) showed the reaction was complete. Then the mixture was poured into water and extracted with EA, washed with water and brine, and concentrated to an oil, which was purified by column chromatography to obtain intermediate BU (0.3 g).

Aufarbeitung

  1. extractionextracted with EA
  2. washwashed with water and brine
  3. concentrationconcentrated to an oil, which
  4. customwas purified by column chromatography
  5. customto obtain intermediate BU (0.3 g)

Quellen und Nachweise

ORD-Eintrag
ord-9d804a9ad69248d581b0a1e20095d460
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106021B2

Verknüpfte Notizen

Wird geladen…