Réaction #417948

ord-9d2bb70262ba419b9dad22782050253a

Équation de réaction

Oc1ccc(Br)nc1
2-bromo-5-hydroxypyridine
CCCBr
1-bromopropane
O=C([O-])[O-].[K+].[K+]
K2CO3
CCCOc1ccc(Br)nc1
2-Bromo-5-propoxy-pyridine

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureat reflux over night
  2. 2
    AutreAfterwards the reaction is quenched by the addition of water
  3. 3
    Extractionextracted with TBME
  4. 4
    Séchagedried over MgSO4
  5. 5
    Filtrationfiltered
  6. 6
    Autrethe solvent is removed in vacuo
  7. 7
    AutreThe crude product is purified by column chromatography (silica gel, PE/EtOAc)

Mode opératoire

10.0 g (57.5 mmol) 2-bromo-5-hydroxypyridine, 28.3 g (230 mmol) 1-bromopropane and 19.9 g (143.7 mmol) K2CO3 are added to 1 L ACN and stirred at reflux over night. Afterwards the reaction is quenched by the addition of water and extracted with TBME. The org. layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, PE/EtOAc).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08877741B2uspto-grants-2014_11