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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412606Generated: October 29, 2026

Benzyl Alcohol → HCID 60064125, compound

https://huagongshe.com/reaction/412606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 60064121HCID 60064121—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 60064125HCID 60064125—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 1-tert-butoxycarbonyl-4-ethoxycarbonylpiperidin-4-ylacetic acid (1.6 g) and triethylamine (0.71 ml) in dimethylformamide (20 ml) was added diphenylphosphoryl azide (1.1 ml) at room temperature, and the mixture was stirred at 70° C. for 30 min and then at 90° C. for 10 min. Benzyl alcohol (0.58 ml) was added at the same temperature, and the mixture was stirred for 20 hours. After completion of the reaction, water was added and the mixture was extracted with ethyl acetate and washed with 1N aqueous sodium hydroxide solution. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography and dried under reduced pressure to give the title compound (1.35 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-bba84c346eb84037a3ef2bab2d6c7f3d
Source noteuspto-grants-2003_05