1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 22929666, compound

Participants

Reaction Steps

Diphenylphosphoryl azide (0.49 ml, 2.3 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.34 ml, 2.3 mmol) were added dropwise in that order at room temperature to a solution of (6-cyclopropyl-3-pyridyl)methanol (283 mg, 1.90 mmol) in toluene (4 ml) and the mixture was stirred for 3 hours. After confirming completion of the reaction by thin layer chromatography, it was diluted with ethyl acetate and washed with water and brine. Drying was performed with anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (330 mg, quant.) as a colorless oil.

Provenance & Evidence