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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918629Generated: October 31, 2026

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

https://huagongshe.com/reaction/1918629

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 (4-azidobut-1-ynyl)triethylsilane as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618138B2
Source datasetuspto-grants-2013_12
ORD IDord-78d08e34d8764e85a6e07a976fadea3b
Source noteuspto-grants-2013_12