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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399514Generated: November 2, 2026

Sodium Azide → 1-[3,5-Bis(trifluoromethyl)phenyl]ethyl azide

https://huagongshe.com/reaction/1399514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(R)-1-bromo-1-[3,5-bis(trifluoromethyl)phenyl]ethaneHCID 56643876—
SolventDimethylformamideHCID 6228—
Product1-[3,5-Bis(trifluoromethyl)phenyl]ethyl azideHCID 72761269117.2%

Reaction Conditions

Temperature-16.5 °C

Reaction Steps

A solution of (R)-1-bromo-1-[3,5-bis(trifluoromethyl)phenyl]ethane (2) (106 mg, 0.336 mmol, 99% ee) obtained in 1-(a) mentioned above in N,N-dimethylformamide (1 mL) was added with sodium azide (64.4 mg, 0.990 mmol), and the mixture was stirred at −18 to −15° C. for 4 hours. The reaction solution was extracted with ethyl acetate/n-hexane (1:1) and water, the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to obtain 111.5 mg of 1-[3,5-bis(trifluoromethyl)phenyl]ethyl azide (crude product: 111.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906895B2
Source datasetuspto-grants-2014_12
ORD IDord-2029cff88ee140388f3a157e926b1bb0
Source noteuspto-grants-2014_12