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Sodium borohydride → 2,2-Difluoro-2-(pyridin-4-yl)-ethanol

HRID 1615086
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1615086
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([F:14])([F:13])[C:8](OCC)=[O:9])=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C>[F:14][C:7]([F:13])([C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)[CH2:8][OH:9]
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Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 59633981Ethyl 2,2-difluoro-2-(pyridin-4-yl)acetate2×

Produkt 1

HCID 596339072,2-Difluoro-2-(pyridin-4-yl)-ethanolAusbeute 17,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of ethyl pyridin-4-yl-difluoroacetate (0.59 g) prepared in (1) in ethanol (10 mL) was added NaBH4 (0.11 g) at 0° C. The reaction mixture was stirred at RT for 2 hr. The solvent was removed under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaHCO3, and then dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by silica gel chromatography (Developing solvent: ethyl acetate) to give the title compound (0.082 g, 1%).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated aqueous NaHCO3
  5. dry with materialdried over MgSO4
  6. customThe solvent was removed under reduced pressure
  7. customThe residue was purified by silica gel chromatography (Developing solvent: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-f6aefafcc0f24584a3a37d4800df952b
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08765739B2

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