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Sodium borohydride → 2-Fluoro-2-methyl-1-(pyridin-3-yl)propan-1-ol

HRID 1747526
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HRID 1747526 반응식
[F:1][C:2]([CH3:12])([CH3:11])[C:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)=[O:4].[BH4-].[Na+]>CO>[F:1][C:2]([CH3:12])([CH3:11])[CH:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[OH:4]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 674028752-Fluoro-2-methyl-1-(pyridin-3-yl)propan-1-one

생성물 1

HCID 674021132-Fluoro-2-methyl-1-(pyridin-3-yl)propan-1-ol수율 89%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

In methanol (30.0 mL) was dissolved 2-fluoro-2-methyl-1-(pyridin-3-yl)propan-1-one (1.73 g, 10.3 mmol) obtained in Step 3. Sodium borohydride (584 mg, 15.4 mmol) was added and the mixture was stirred at 0° C. for 30 minutes. The solvent was evaporated under reduced pressure and water was added. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) and further purified by preparative thin-layer chromatography (hexane/ethyl acetate=3/7) to give Compound A11 (1.54 g, 89% yield).

후처리

  1. customThe solvent was evaporated under reduced pressure and water
  2. additionwas added
  3. extractionExtraction with ethyl acetate
  4. washwashing with saturated brine
  5. dry with materialdrying over anhydrous sodium sulfate
  6. filtrationAfter filtration
  7. customthe solvent in the filtrate was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)
  9. customfurther purified by preparative thin-layer chromatography (hexane/ethyl acetate=3/7)
  10. customto give Compound A11 (1.54 g, 89% yield)

출처 및 근거

ORD 기록
ord-f01bd0c2f5f84e6f989030d525ca9640
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150569B2

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