Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Bromo-4,6-dimethylphenol | HCID 299976 | — |
| Edukt | 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 11218053 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 2-(3,6-dihydro-2H-pyran-4-yl)-4,6-dimethylphenol | HCID 90003556 | 37% |
Reaktionsschritte
2-Bromo-4,6-dimethylphenol (430 mg, 2.14 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (494 mg, 2.35 mmol), Pd(dbpf)Cl2 (69.7 mg, 0.11 mmol) and sodium carbonate (680 mg, 6.45 mmol) were dissolved in dimethoxyethane:water=3 mL:1 mL, followed by stirring in microwave at 120° C. for 30 minutes. The reaction mixture was filtered through Celite. The filtrate was concentrated under reduced pressure, and purified by column chromatography (silica gel; hexane/ethyl acetate, 9/1) to obtain 2-(3,6-dihydro-2H-pyran-4-yl)-4,6-dimethylphenol (160 mg, 37%) as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09447083B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-18d91e762c364dd286800cb2f4e0cfe4 |
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| Quellennotiz | uspto-grants-2016_09 |
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