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Methanol → 1-(4-Methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid

HRID 598799
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HRID 598799 반응식
C([O:3][C:4]([C:6]1[N:7]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[N:8]=[C:9]([CH3:11])[CH:10]=1)=[O:5])C.CO.C1COCC1.[OH-].[Na+]>O>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([N:7]2[C:6]([C:4]([OH:5])=[O:3])=[CH:10][C:9]([CH3:11])=[N:8]2)=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 11021617Ethyl 1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate

생성물 1

HCID 27695991-(4-Methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 2-(4-Methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester (400 mg) in a 1:1:1 mixture of MeOH:THF:water was added 10% NaOH (20 mL). The mixture was heated to reflux and the reaction monitored by TLC and HPLC until hydrolysis was complete. The solution was cooled and concentrated under reduced pressure. The residue was acidified with 10% HCl and extracted with EtOAc. The organic fractions were combined and dried over MgSO4 and concentrated under reduced pressure. The resulting solid was used without further purification (Yield 242 mg). LC-MS (C12H12N2O3 calculated 232) m/z 231 (M−H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. customthe reaction monitored by TLC and HPLC until hydrolysis
  4. temperatureThe solution was cooled
  5. concentrationconcentrated under reduced pressure
  6. extractionextracted with EtOAc
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting solid was used without further purification (Yield 242 mg)

출처 및 근거

ORD 기록
ord-550b943d2ae44132823674da5ef70d7d
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897634B2

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