Water → 4-((S)-1-azidoethyl)-2-chloropyridine

Participants

Reaction Conditions

Reaction Steps

Diphenylphosphoryl azide (6.57 mL) was added to a solution of (R)-1-(2-chloropyridin-4-yl)ethanol in toluene (50 mL) in a nitrogen atmosphere, and the reaction solution was cooled to 0° C. DBU (4.52 mL) was added to the reaction solution, which was then heated to room temperature and stirred overnight. Water and an ether were added to the reaction solution, and the organic layer was separated. The organic layer was dried over magnesium sulfate, and the residue was purified by silica gel chromatography (carrier: Chromatorex; elution solvent: hexane-ethyl acetate) to obtain the title compound (4.44 g) The property values of the compound are as follows.

Provenance & Evidence