Thionyl Chloride → HCID 22938655, compound

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).

1. temperaturethe mixture was heated
2. temperatureto reflux for 1 hour
3. customthe solvent was removed under reduced pressure
4. additionto the obtained residue was added ethyl acetate
5. filtrationthe precipitates were filtered

ORD record

ord-d85974efa65249c29949774f32d48a23

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07262185B2