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Potassium Carbonate → Ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate

HRID 18117
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HRID 18117 반응식
[NH:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CC(C)=O>[C:21]1([CH2:20][CH2:19][CH2:18][N:1]2[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[N:2]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 12503(3-Bromopropyl)benzeneHCID 142179ethyl 1H-pyrazole-4-carboxylate

생성물 1

HCID 21958678Ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of ethyl 4-pyrazole carboxylate (3.57 mmol) in acetone (30 ml) was added potassium carbonate (35.7 mmol) and 1-bromo-3-phenylpropane (3.57 mmol). The suspension was refluxed overnight, after which the solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate and water, the organic layer dried over magnesium sulfate, filtered, and the filtrate evaporated under reduced pressure to give an oil, which was purified by preparative TLC, to give ethyl 1-(3-phenylpropyl)pyrazole-4-carboxylate.

후처리

  1. temperatureThe suspension was refluxed overnight
  2. customafter which the solvent was removed under reduced pressure
  3. customThe residue was partitioned between ethyl acetate and water
  4. dry with materialthe organic layer dried over magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate evaporated under reduced pressure
  7. customto give an oil, which
  8. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-57a789f1727f4969851ec17937bcffa5
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07741331B2

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