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Sodium Bicarbonate → HCID 67402088, 화합물

HRID 1186456
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HRID 1186456 반응식
[N+:1]([C:4]1[C:5]([O:14][CH:15]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[C:16]([F:19])([F:18])[F:17])=[N:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O.O.O.[Sn](Cl)(Cl)(Cl)Cl.C(=O)(O)[O-].[Na+]>C(O)C>[F:19][C:16]([F:17])([F:18])[CH:15]([C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)[O:14][C:5]1[C:4]([NH2:1])=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 67401697HCID 67401697, 화합물HCID 85782573Tin tetrachloride dihydrate

생성물 1

HCID 67402088HCID 67402088, 화합물수율 79%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
90 °C

실험 절차

3-Nitro-2-[2,2,2-trifluoro-1-(pyridin-3-yl)ethoxy]quinoline (253 mg, 0.720 mmol) obtained in Step 3 was dissolved in ethanol (12.7 mL). To this, tin chloride dihydrate (817 mg, 3.62 mmol) was added and the mixture was stirred at 90° C. for 1 hour. By addition of an aqueous sodium bicarbonate solution to neutralize the reaction mixture, the reaction was stopped. Then, extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/0 to 3/1) to give Compound HF (182 mg, yield: 79%).

후처리

  1. extractionThen, extraction with ethyl acetate
  2. washby washing with brine
  3. dry with materialdrying over anhydrous magnesium sulfate
  4. customThe solvent was evaporated off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/0 to 3/1)
  6. customto give Compound HF (182 mg, yield: 79%)

출처 및 근거

ORD 기록
ord-ac22978cdcb94e8ca2111fcaf631622e
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673908B2

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