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Sodium Hydroxide → 4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylic acid

HRID 1845479
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HRID 1845479 반응식
[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[C:9]([C:12]([O:14]C)=[O:13])[O:10][CH:11]=2)=[CH:5][CH:4]=[N:3]1.[OH-].[Na+]>O1CCCC1>[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[C:9]([C:12]([OH:14])=[O:13])[O:10][CH:11]=2)=[CH:5][CH:4]=[N:3]1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 578265722-Furancarboxylic acid, 4-(1-methyl-1H-pyrazol-5-yl)-, methyl ester

생성물 1

HCID 578267434-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylic acid수율 47%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of methyl 4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylate (124 mg, 0.60 mmol) in 6N sodium hydroxide (2.0 ml, 12.0 mmol) and tetrahydrofuran (3.0 ml) was stirred at 70° C. in a sealed tube for 2 h. The resulting solution was cooled and then partitioned between H2O-DCM. The aqueous phase was adjusted to pH ˜4 and then washed several times with DCM. The combined organic fractions were dried over Na2SO4 and concentrated affording 4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxylic acid (54 mg, 0.28 mmol, 47% yield) as a white solid: LCMS (ES) m/e 192 (M+H)+.

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후처리

  1. temperatureThe resulting solution was cooled
  2. custompartitioned between H2O-DCM
  3. washwashed several times with DCM
  4. dry with materialThe combined organic fractions were dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4d070e765ce0448f9f26025fe0dfff56
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946278B2

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