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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230823Generated: November 1, 2026

Dimethylformamide → HCID 178442099, compound

https://huagongshe.com/reaction/230823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantHCID 57763487HCID 57763487—
SolventEthyl AcetateHCID 8857—
ProductHCID 178442099HCID 17844209966.7%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 4-{1-[4-(3,3-dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzonitrile (0.50 g, 1.32 mmol), and DMF (5 mL) is added NaN3 (0.26 g, 3.95 mmol) and Et3N.HCl (0.54 g, 3.95 mmol). The slurry is heated at 110° C. overnight. The slurry is diluted with EtOAc (50 mL), washed with 1M HCl (40 mL) water (40 mL), brine (40 mL), dried over MgSO4, filtered and concentrated. The residue is purified by ISCO (20%-40% [89% EtOAc: 10% MeOH: 1% ACOH] gradient) to furnish the title compound (0.37 g, 0.88 mmol, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566803B2
Source datasetuspto-grants-2009_07
ORD IDord-eac82c183db54b2fbc0bae5541f864a2
Source noteuspto-grants-2009_07