Reaktion #74607

Reaktionsgleichung

pyrazole

potassium carbonate

chloromethyl ethyl ether

→

title compound

Ausbeute 50.0%

1-(Ethoxymethyl)-1H-pyrazole

Ausbeute 50.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITfor 2 hours at room temperature
2. 2
   FiltrationThe mixture was filtered
3. 3
   Waschenwashing the solid with acetone (200.0 mL)
4. 4
   EinengenThe filtrate was carefully concentrated in vacuo (at 400 mbar)
5. 5
   SonstigeThe crude material was purified by flash column chromatography
6. 6
   Wascheneluting with pentane:diethylether (1:1, by volume)

Vorschrift

To a mixture of pyrazole (10 g, 0.150 mol) and potassium carbonate (22.3 g, 0.162 mol) in acetone (200.0 mL), cooled to 0° C. under nitrogen, was added chloromethyl ethyl ether (15.0 mL, 0.162 mol) via syringe over a period of 20 minutes. The reaction was stirred for 30 minutes at 0° C. and then for 2 hours at room temperature. The mixture was filtered, washing the solid with acetone (200.0 mL). The filtrate was carefully concentrated in vacuo (at 400 mbar). The crude material was purified by flash column chromatography eluting with pentane:diethylether (1:1, by volume) to afford the title compound as a colourless oil, 9.3 g, 50% yield.

Quelle