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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350843Generated: October 25, 2026

Sodium Azide → 4-Azidobutyrophenone

https://huagongshe.com/reaction/350843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4-ChlorobutyrophenoneHCID 253533—
ReactantSodium BicarbonateHCID 516892—
SolventDimethylformamideHCID 6228—
Product4-AzidobutyrophenoneHCID 1087791892%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Chlorobutyrophenone (300.0 mg, 1.64 mmol) was dissolved in N,N-dimethylformamide (20 ml) at room tempaerature and then added to sodium azide (1.07 g, 16.42 mmol) at the same temperature, and thereafter stirred at 100° C. for 24 hours. The reaction solution was added to a saturated aqueous sodium hydrogencarbonate solution and then extracted by ethyl acetate, to obtain an organic layer. The extracted organic layer was washed with water and brine sequentially, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant saubstance was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1), whereby the target compound was obtained as a colorless oil (285.5 mg, 91.9%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183295B2
Source datasetuspto-grants-2007_02
ORD IDord-5f1745edbc614bb18b61caa00673bf1c
Source noteuspto-grants-2007_02