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Water → HCID 178466979, 화합물

HRID 418000
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HRID 418000 반응식
C([O:4][C:5]1[N:9]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:12][CH:11]=2)[N:8]=[C:7]([CH3:20])[CH:6]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].O.[O:28]1CCO[CH2:30][CH2:29]1>>[C:16]([C:13]1[CH:12]=[CH:11][C:10]([N:9]2[C:5]([OH:4])=[C:6]([C:29](=[O:28])[CH3:30])[C:7]([CH3:20])=[N:8]2)=[CH:15][CH:14]=1)([CH3:17])([CH3:18])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 962WaterHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 666507705-Acetyloxy-1-(4-t-butylphenyl)-3-methyl-1H-pyrazole

생성물 1

HCID 178466979HCID 178466979, 화합물수율 66%

실험 절차

5-Acetyloxy-1-(4-t-butylphenyl)-3-methyl-1H-pyrazole (4.21 g, 15.5 mmol) in 1,4-dioxane (150 mL) was stirred with potassium carbonate (2.14 g, 15.5 mmol) at 110° C. for 3.5 hours, and after addition of water (50 mL), the organic solvent was removed by distillation. Then, ethyl acetate, water and 6 M hydrochloric acid were added to adjust the aqueous layer to pH 2, and the aqueous layer and the organic layer were separated. The aqueous layer was extracted with ethyl acetate twice, and the organic layer was combined with the extract, washed with saturated aqueous ammonium chloride three times and with saturated aqueous sodium chloride once and dried over anhydrous sodium sulfate and filtered. The solvent was removed by distillation, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1→3/1→1/1) to give 2.77 g of the desired product (66% yield).

후처리

  1. customthe organic solvent was removed by distillation
  2. additionThen, ethyl acetate, water and 6 M hydrochloric acid were added
  3. customthe aqueous layer and the organic layer were separated
  4. extractionThe aqueous layer was extracted with ethyl acetate twice
  5. washwashed with saturated aqueous ammonium chloride three times and with saturated aqueous sodium chloride once
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customThe solvent was removed by distillation
  9. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1→3/1→1/1)

출처 및 근거

ORD 기록
ord-c0e30454777441b6b4d98fad3b9e9201
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093251B2

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