Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tetrahydro-2-(2-propynyloxy)-2H-pyran | HCID 98609 | — |
| Reactant | 5-Bromo-2,2-difluoro-1,3-benzodioxole | HCID 2736271 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Catalyst | Bis(acetonitrile)dichloropalladium | HCID 6093782 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59407636 | HCID 59407636 | — |
Reaction Steps
A mixture of 5-bromo-2,2-difluoro-1,3-benzodioxole (10.0 g), cesium carbonate (35.0 g), 2-(2-propynyloxy)tetrahydropyran (8.90 ml), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (1.24 g), bis(acetonitrile)palladium(II) dichloride (219 mg) and acetonitrile (100 ml) was stirred at 90° C. for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the object product (6.53 g) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129361B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-0c441cb1783647acb37ab6c617c27905 |
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| Source note | uspto-grants-2012_03 |
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