Reaction #417950

Reaction equation

di-tert-butyl azodicarboxylate

2-bromo-5-hydroxypyridine

3,3,3-trifluoro-1-propanol

triphenylphosphine

→

2-Bromo-5-(3,3,3-trifluoro-propoxy)-pyridine

Solvents

THF

Conditions

Workup

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

Procedure

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).

Source