Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,4-Ethylenedioxy-4-phenylbutylazide | HCID 23123916 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23123945 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07183295B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-714385c1810d4cc9bf9d7a9582723540 |
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| Source note | uspto-grants-2007_02 |
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