Реакция #74607

Уравнение реакции

pyrazole

potassium carbonate

chloromethyl ethyl ether

→

title compound

Выход 50.0%

1-(Ethoxymethyl)-1H-pyrazole

Выход 50.0%

Растворители

acetone

Условия реакции

Обработка

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

Методика

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.

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