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Hydrochloric Acid → Ethyl 3-hydroxy-1-isopropylpyrazole-4-carboxylate

HRID 1365043
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HRID 1365043 반응식
[O-]CC.[Na+].C(O[C:8](=[O:19])[C:9](=[CH:15]OCC)[C:10]([O:12][CH2:13][CH3:14])=[O:11])C.[CH:20]([NH:23][NH2:24])([CH3:22])[CH3:21].Cl>C(O)C.[Cl-].[Na+].O>[CH2:13]([O:12][C:10]([C:9]1[C:8]([OH:19])=[N:24][N:23]([CH:20]([CH3:22])[CH3:21])[CH:15]=1)=[O:11])[CH3:14]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6871Diethyl (ethoxymethylene)malonateHCID 527891-IsopropylhydrazineHCID 2723922Sodium ethoxide

생성물 1

HCID 178469772Ethyl 3-hydroxy-1-isopropylpyrazole-4-carboxylate수율 35.1%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 57417360Sodium chloride; water용매

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온도
80 °C

실험 절차

To a solution of sodium ethoxide (23 g) in ethanol (150 mL) were added ethoxymethylene malonic acid diethyl ester (32.7 g) and isopropylhydrazine (11.2 g) at room temperature, and the mixture was stirred at 80° C. for 4 hours and then at 100° C. for 2 hours. The reaction mixture was poured into 2 mol/L hydrochloric acid (300 mL), the mixture was diluted with brine and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5) to give the title compound (10.5 g).

후처리

  1. waitat 100° C. for 2 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5)

출처 및 근거

ORD 기록
ord-6a10a2a426c840f8baa449f2a490249e
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07888487B2

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