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Sodium Bicarbonate → 1-(4-hydroxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 1748454
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반응식

HRID 1748454 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18]C)=[CH:14][CH:13]=2)[C:10]=1[CH3:11])=[O:5])[CH3:2].C(=O)(O)[O-].[Na+]>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[CH:13]=[CH:14][C:15]([OH:18])=[CH:16][CH:17]=2)[C:10]=1[CH3:11])=[O:5])[CH3:2]
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참가 물질

4

반응물 2

HCID 516892Sodium Bicarbonate2회HCID 4092364Ethyl 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylate

생성물 1

HCID 866924241-(4-hydroxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester수율 82.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

1.0M Solution of borone tribromide in dichloromethane (35 ml) was added to a solution of 1-(4-methoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (3.0 g) in dichloromethane (12 ml) under ice cooling, and the mixture was stirred at the same temperature for three hours. After completion of the reaction, the reaction mixture was added to a saturated aqueous solution of sodium bicarbonate under ice cooling, a saturated aqueous solution of sodium bicarbonate was further added until the mixture was neutralized to pH 7 and extracted with chloroform three times. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified with silica gel column chromatography (chloroform/methanol) to give 1-(4-hydroxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (2.33 g) as a white solid.

후처리

  1. customAfter completion of the reaction
  2. extractionextracted with chloroform three times
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe resulting residue was purified with silica gel column chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-9220d74fd9194c428b2701d5b586d8a4
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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