Ethyl 5-methoxy-1-phenyl-1H-pyrazole-4-carboxylate → 5-Methoxy-1-phenyl-1H-pyrazole-4-carboxylic acid

HRID 485679노트

반응식

HRID 485679 반응식
C([O:3][C:4]([C:6]1[CH:10]=[N:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]=1[O:17][CH3:18])=[O:5])C>[OH-].[Na+]>[CH3:18][O:17][C:7]1[N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=[CH:10][C:6]=1[C:4]([OH:5])=[O:3]

참가 물질

3

반응물 1

HCID 15192739Ethyl 5-methoxy-1-phenyl-1H-pyrazole-4-carboxylate

생성물 1

HCID 202690405-Methoxy-1-phenyl-1H-pyrazole-4-carboxylic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

The ester prepared as described in (a) above (390 mg, 1.58 mmol) in lN sodium hydroxide (10 ml) was refluxed for 3 hours under nitrogen and then allowed to cool and the solution was washed with ethyl acetate. The aqueous layer was then acidified to pH 2(HCl) whereupon the title compound precipitated out and was filtered and washed with water followed by drying under vacuum (268 mg, 78%), νmax (Nujol) 1680, 1595, 1560 cm-1 δ (D6 -Acetone) 4.24 (3H,s,--OCH3),7.74 (5H,m, phenyl protons), 8.06 (1H,s,C5 pyrazole proton), Found M+ ; 218.0684, C11H10N2O3Requires M,218.0689.

후처리

  1. temperaturewas refluxed for 3 hours under nitrogen
  2. temperatureto cool
  3. washthe solution was washed with ethyl acetate
  4. customprecipitated out
  5. filtrationwas filtered
  6. washwashed with water
  7. dry with materialby drying under vacuum (268 mg, 78%), νmax (Nujol) 1680, 1595, 1560 cm-1 δ (D6 -Acetone) 4.24 (3H,s,--OCH3),7.74 (5H,m, phenyl protons), 8.06 (1H,s,C5 pyrazole proton), Found M+

출처 및 근거

ORD 기록
ord-9c9d7428cf314749885d117926dc41c5
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04537886

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