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Sodium Hydroxide → 1-(4-tert-Butoxyethoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid

HRID 1748561
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HRID 1748561 반응식
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:14][CH:13]=2)[C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+]>CO>[C:22]([O:21][CH2:20][CH2:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([N:9]2[C:10]([CH3:11])=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)=[CH:17][CH:16]=1)([CH3:25])([CH3:23])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 897349361-(4-tert-butoxyethoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

생성물 1

HCID 897352361-(4-tert-Butoxyethoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid수율 45.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1-(4-tert-butoxyethoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (870 mg) in methanol (30 ml) was added 4 N aqueous solution of sodium hydroxide (10 ml), and stirred at room temperature overnight. After completion of the reaction, the organic solvent was evaporated in vacuo, then water and diethyl ether were added thereto, and the aqueous layer was separated. To the aqueous layer was added concentrated hydrochloric acid under ice-cooling to adjust the layer to pH 5, and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated in vacuo. The obtained residue was purified with silica gel chromatography (chloroform/methanol), isopropylether was added thereto, the precipitated solid was collected by filtration, and heat-dried at 60° C. in vacuo to give the titled compound (363 mg) as a white solid.

후처리

  1. customAfter completion of the reaction
  2. customthe organic solvent was evaporated in vacuo
  3. additionwater and diethyl ether were added
  4. customthe aqueous layer was separated
  5. additionTo the aqueous layer was added concentrated hydrochloric acid under ice-
  6. temperaturecooling
  7. extractionextracted with chloroform
  8. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  9. customthe solvent was evaporated in vacuo
  10. customThe obtained residue was purified with silica gel chromatography (chloroform/methanol), isopropylether
  11. additionwas added
  12. filtrationthe precipitated solid was collected by filtration
  13. customheat-dried at 60° C. in vacuo

출처 및 근거

ORD 기록
ord-dba437cd296a404b93817398099d942a
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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