Reaktion #422534

Reaktionsgleichung

HCl

4-Hydroxy-3,5-dimethoxybenzaldehyde

2-iodoethanol

potassium carbonate

→

4-hydroxyethyloxy-3,5-dimethoxybenzaldehyde

Lösungsmittel

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITleft
2. 2
   TemperaturAfter cooling to RT
3. 3
   Extraktionextracted with chloroform
4. 4
   TrocknenAfter drying with magnesium sulfate
5. 5
   Sonstigethe solvent is removed by distillation
6. 6
   Sonstigethe solid is isolated
7. 7
   SonstigeFor further purification
8. 8
   Sonstigethe solid is purified by column chromatography (flash: ethyl acetate/n-hexane (1:1))

Vorschrift

4-Hydroxy-3,5-dimethoxybenzaldehyde (4.99 g, 27.4 mmol), 2-iodoethanol (9.43 g, 54.8 mmol), and potassium carbonate (7.56 g, 27.4 mmol) are added to 50 ml of DMF and left with stirring at 80° C. under a stream of nitrogen for 24 h. After cooling to RT, about 200 ml of water are added to the solution, which is acidified with 10% strength HCl and then extracted with chloroform. After drying with magnesium sulfate, the solvent is removed by distillation and the solid is isolated. For further purification, the solid is purified by column chromatography (flash: ethyl acetate/n-hexane (1:1)).

Quelle