Pyrazole → 1-(ethoxymethyl)-1H-pyrazole

HRID 46329

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HRID 46329 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[CH2:12]([O:14][CH2:15]Cl)[CH3:13]>CC(C)=O>[CH2:12]([O:14][CH2:15][N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1)[CH3:13]

참가 물질

5

반응물 3

HCID 1048PyrazoleHCID 11430Potassium CarbonateHCID 18523Chloromethyl ethyl ether

생성물 1

HCID 157143991-(ethoxymethyl)-1H-pyrazole수율 50%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
0 °C

실험 절차

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.

후처리

  1. waitfor 2 hours at room temperature
  2. filtrationThe mixture was filtered
  3. washwashing the solid with acetone (200.0 mL)
  4. concentrationThe filtrate was carefully concentrated in vacuo (at 400 mbar)
  5. customThe crude material was purified by flash column chromatography
  6. washeluting with pentane:diethylether (1:1, by volume)

출처 및 근거

ORD 기록
ord-e0460eb9b009438f88eda994a318d272
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541588B2

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