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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246582Generated: October 27, 2026

Boron trifluoride etherate → 1-Azido-1-methylcyclopentane

https://huagongshe.com/reaction/246582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
Reactant1-MethylcyclopentanolHCID 73830—
ReactantAzidotrimethylsilaneHCID 78378—
SolventTolueneHCID 1140—
Product1-Azido-1-methylcyclopentaneHCID 86677994110.8%

Reaction Steps

BF3.Et2O (934 mg, 6.23 mmol) was added drop-wise at 20° C. to a stirred solution of 1-methylcyclopentanol (520 mg, 5.19 mmol) and trimethylsilyl azide (716 mg, 6.23 mmol) in 6 mL of toluene. Then the solution was stirred at room temperature for 16 hours. The organic phase was washed with a 10% solution of NaHCO3 (10 mL), water (5 mL) and brine (5 mL), and dried over anhydrous sodium sulfate. The drying agent was removed by filtration and the solvent was evaporated at 35° C. under reduced pressure to give 1-azido-1-methylcyclopentane (720 mg) as a crude product. It was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-a713a77f9ac642e1885baae772931151
Source noteuspto-grants-2014_02