Ethanol → 2,2-dimethyl-5-(pyridin-4-yl)furan-3(2H)-one

HRID 655374Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655374
O[C:2]([CH3:14])([CH3:13])[C:3]#[C:4][C:5]([C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)=[O:6].C(NCC)C.C([OH:22])C>>[CH3:13][C:2]1([CH3:14])[C:3](=[O:22])[CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=2)[O:6]1

Komponenten

4

Edukt 3

HCID 702Ethanol2×HCID 8021DiethylamineHCID 593548164-Hydroxy-4-methyl-1-(pyridin-4-yl)pent-2-yn-1-one

Produkt 1

HCID 593547902,2-dimethyl-5-(pyridin-4-yl)furan-3(2H)-one

Versuchsvorschrift

To a stirred solution of 4-hydroxy-4-methyl-1-(pyridin-4-yl) pent-2-yn-1-one (1.49 g, 0.007 mol) in ethanol (15 mL), diethylamine (0.511 g, 0.007 mol) in EtOH (15 mL) was added dropwise at RT. The mixture was then stirred for additional 40 min. The EtOH was evaporated and the mixture was diluted with EtOAc (100 mL). The organic layers were washed with water (50 mL) and brine (20 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford 2,2-dimethyl-5-(pyridin-4-yl)furan-3(2H)-one (1.4 g).

Aufarbeitung

  1. customThe EtOH was evaporated
  2. additionthe mixture was diluted with EtOAc (100 mL)
  3. washThe organic layers were washed with water (50 mL) and brine (20 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f27c0f6095e24a3bb59f863511573c12
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071595B2

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