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

HRID 46329

反応式

HRID 46329 の反応式
[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]

参加物

5

反応物 3

HCID 1048PyrazoleHCID 11430Potassium CarbonateHCID 18523Chloromethyl ethyl ether

生成物 1

HCID 157143991-(ethoxymethyl)-1H-pyrazole収率 50%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e0460eb9b009438f88eda994a318d272
出典データセット
uspto-grants-2013_09
特許番号
US08541588B2

関連ノート

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