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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350845Generated: October 31, 2026

Water → HCID 23123945, compound

https://huagongshe.com/reaction/350845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
ReactantSodium BicarbonateHCID 516892—
Reactant4,4-Ethylenedioxy-4-phenylbutylazideHCID 23123916—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23123945HCID 23123945—

Reaction Steps

4,4-Ethylenedioxy-4-phenylbutylazide (130.0 mg, 0.56 mmol) was dissolved in tetrahydrofuran (5 ml), and thereto were added water (0.01 ml, 0.56 mmol) and triphenylphosphine (146.2 mg, 0.56 mmol) in a tetrahydrofuran solution (2 ml) in sequential order at the same temperature, and thereafter, the solution was stirred at room temperature for 24 hours. The reaction solution was added to a saturated aqueous sodium hydrogencarbonate solution and then extracted by chloroform, to obtain an organic layer. The extracted organic was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant substance was purified by silica gel column chromatography (chloroform/methanol=10/1), whereby the target compound was obtained as a colorless oil (61.8 mg, 56.4% for 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183295B2
Source datasetuspto-grants-2007_02
ORD IDord-714385c1810d4cc9bf9d7a9582723540
Source noteuspto-grants-2007_02