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Sodium Chloride → 1-[5-(4-t-Butylphenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethanone

HRID 2103822
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HRID 2103822 반응식
[CH3:1][NH:2][N:3]=[CH:4][C:5](=[O:7])[CH3:6].[C:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18](=O)[CH:19]=[O:20])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9].FC1C=C(C(NN)=O)C=CC=1C(OC)=O.[Cl-].[Na+]>C(O)(=O)C.O>[C:8]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[N:2]([CH3:1])[N:3]=[C:4]([C:5](=[O:7])[CH3:6])[C:19]=2[OH:20])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9]
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참가 물질

7

반응물 4

HCID 5234Sodium ChlorideHCID 135124882-(4-(tert-Butyl)phenyl)-2-oxoacetaldehydeHCID 67050257Methyl 2-fluoro-4-hydrazinocarbonylbenzoateHCID 727702682-Oxopropanal methylhydrazone

생성물 1

HCID 670500841-[5-(4-t-Butylphenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethanone수율 46%

시약·촉매·용매 2

HCID 176
Acetic Acid
용매
HCID 962Water용매

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온도
100 °C

실험 절차

2-Oxopropanal methylhydrazone (46.375 mmol, 4.64 g) synthesized in Reference Synthetic Example 1 and (4-tert-butylphenyl)(oxo)acetaldehyde synthesized in Reference Synthetic Example 4 (46.375 mmol, 8.82 g) were dissolved is in acetic acid (140 mL) and stirred at 100° C. for 2 hours. The reactor was cooled to room temperature, and after addition of water (100 mL) and saturated aqueous sodium chloride (50 mL), it was extracted with chloroform three times. The resulting organic layer was dried and filtered, and the solvent was evaporated. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1) to give the desired product as a yellow solid (5.79 g, yield 46%).

후처리

  1. dissolutionwere dissolved
  2. temperatureThe reactor was cooled to room temperature
  3. extractionwas extracted with chloroform three times
  4. customThe resulting organic layer was dried
  5. filtrationfiltered
  6. customthe solvent was evaporated
  7. customThe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1)

출처 및 근거

ORD 기록
ord-13a453d8eec442fd980b77a102c46052
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07576115B2

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