Reaktion #1487388

Reaktionsgleichung

intermediate 7

1-Butyl-4-hydroxy-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

phosphorus(III) oxybromide

→

intermediate 10

Ausbeute 72.0%

4-Bromo-1-butyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

Ausbeute 72.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling in an ice bath the solution
2. 2
   Sonstigewas partitioned between water and EtOAc
3. 3
   ExtraktionAfter three extractions with EtOAc the combined organic fractions
4. 4
   Waschenwere washed with brine
5. 5
   Trocknendried over Na2SO4
6. 6
   Sonstigethe solvent evaporated in vacuo
7. 7
   SonstigeThe crude product was purified by column chromatography (silica gel; DCM as eluent)
8. 8
   SonstigeThe desired fractions were collected
9. 9
   Sonstigeevaporated in vacuo

Vorschrift

To a solution of intermediate 7 (39 g, 203 mmol) in DMF (600 ml) was added phosphorus(III) oxybromide (116 g, 406 mmol) and the mixture was heated at 110° C. for 1.5 hours. After cooling in an ice bath the solution was partitioned between water and EtOAc. After three extractions with EtOAc the combined organic fractions were washed with brine, dried over Na2SO4 and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate 10 (36.7 g, 72%).

Quelle