Thionyl Chloride → HCID 22938655, compound

Participants

Reaction Steps

To a solution of aluminum lithium hydride (0.72 g) in THF (64 ml) was added dropwise a solution of methyl 1-propyl-1,2,3-triazole-5-carbonate (3.2 g) in. THF (32 ml) at 0° C. The mixture was stirred for 1 hour at room temperature, and an aqueous solution of saturated sodium thiosulfate was added to the mixture at 0° C. The mixture was filtered with Celite, and washed with ethanol. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 5-hydroxymethyl-1-propyl-1,2,3-triazole (2.8 g). To 5-hydroxymethyl-1-propyl-1,2,3-triazole (2.8 g) was added thionyl chloride (16.8 ml) at 0° C., and the mixture was heated to reflux for 1 hour. After allowing the mixture to be cooled to room temperature, the solvent was removed under reduced pressure, and to the obtained residue was added ethyl acetate and the precipitates were filtered, to give 5-chloromethyl-1-propyl-1,2,3-triazole hydrochloride (2.1 g).

Provenance & Evidence