Sodium Bicarbonate → HCID 22020936, Verbindung

HRID 1793310Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1793310
Br[CH:2]([CH2:12][Br:13])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[OH:11].C([O-])(O)=O.[Na+]>C(O)C>[Br:13][CH2:12][CH:2]1[O:11][C:6]2[CH:7]=[N:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 220209444-(2,3-Dibromopropoxy)pyridin-3-ol

Produkt 1

HCID 22020936HCID 22020936, VerbindungAusbeute 67,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of intermediate (9) (0.0097 mol) in ethanol (50 ml) was stirred and refluxed overnight. NaHCO3 (0.0097 mol) was added and the resulting reaction mixture was stirred and refluxed overnight. The solvent was evaporated. The residue was washed with water and extracted with DCM. The organic layer was dried, filtered and the solvent was evaporated. The residue was purified by open column chromatography (eluent: hexane/ethyl acetate (3/2)). The pure fractions were collected and the solvent was evaporated, yielding 1.51 g of (±)-3-(bromomethyl)-2,3-dihydro-1,4-dioxino[2,3-c]pyridine (intermediate 10).

Aufarbeitung

  1. temperaturerefluxed overnight
  2. customthe resulting reaction mixture
  3. temperaturerefluxed overnight
  4. customThe solvent was evaporated
  5. washThe residue was washed with water
  6. extractionextracted with DCM
  7. customThe organic layer was dried
  8. filtrationfiltered
  9. customthe solvent was evaporated
  10. customThe residue was purified by open column chromatography (eluent: hexane/ethyl acetate (3/2))
  11. customThe pure fractions were collected
  12. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-4a1d3a61ac65482faaad1b568ca78b0e
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07081453B2

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