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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777559Generated: October 26, 2026

Sodium Azide → (4-Azidobut-1-ynyl)triethylsilane

https://huagongshe.com/reaction/1777559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4-(Triethylsilyl)but-3-yn-1-yl 4-methylbenzene-1-sulfonateHCID 12030138—
SolventDimethylformamideHCID 6228—
Product(4-Azidobut-1-ynyl)triethylsilaneHCID 86663839103.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

Sodium azide (1.80 g; 27.65 mmol) was added to a solution of 4-(triethylsilyl)but-3-ynyl 4-methylbenzenesulfonate (3.12 g; 9.22 mmol) in DMF (15 mL) and stirred at 60° C. for 3 hours. After cooling, the volatiles were removed under reduced pressure and the residue was partitioned between saturated ammonium chloride and ethyl acetate. The organic layer was dried and concentrated under reduced pressure to afford 2.0 g (quantitative yield) of the desired compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-4a127a6e1dfe43e2ab455f8dd65f5b28
Source noteuspto-grants-2016_02