Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 59227388 | HCID 59227388 | 17% |
Reaction Steps
To the mixture of sodium 2,6-dichlorobenzyloxymethyl trifluoroborate (41 mg, 0.15 mmol) synthesized in Example 10 and 1,4-dioxane (1.5 ml), water (0.15 ml), cesium carbonate (170 mg, 0.51 mmol), palladium(II) acetate (3.3 mg, 0.015 mmol), and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (12 mg, 0.030 mmol) were added at room temperature, and the obtained reaction mixture was then stirred at 100° C. (an outer temperature) for 4 hours. The reaction mixture was cooled to room temperature, and then dichloromethane was added thereto. The organic layer was then separated and the solvents were evaporated under reduced pressure from the organic layer. The obtained residue was purified with silica gel column chromatography (hexane: diethyl ether=100:0→91:9→80:20), thereby obtaining the entitled compound (3.7 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273885B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-418a97fd2bd54c0cb9cbe759bb704846 |
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| Source note | uspto-grants-2012_09 |
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