Reacción #417950

ord-cd5bab2c4d1043679748f40bca7bbd6f

Ecuación de reacción

CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
di-tert-butyl azodicarboxylate
Oc1ccc(Br)nc1
2-bromo-5-hydroxypyridine
OCCC(F)(F)F
3,3,3-trifluoro-1-propanol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
FC(F)(F)CCOc1ccc(Br)nc1
2-Bromo-5-(3,3,3-trifluoro-propoxy)-pyridine

Disolventes

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent is removed in vacuo
  2. 2
    Otrothe crude product is purified by column chromatography (silica gel, PE/EtOAc)

Procedimiento

1.00 g (5.75 mmol) 2-bromo-5-hydroxypyridine, 0.66 g (5.75 mmol) 3,3,3-trifluoro-1-propanol and 1.51 g (5.75 mmol) triphenylphosphine are added to 50 mL THF. Then 1.32 g (5.75 mmol) di-tert-butyl azodicarboxylate are added and the reaction mixture is stirred at 60° C. for 3 h. The solvent is removed in vacuo and the crude product is purified by column chromatography (silica gel, PE/EtOAc).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08877741B2uspto-grants-2014_11