Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Triethylsilane | HCID 12052 | — |
| Edukt | (2-Benzyloxyphenyl)-(4-chlorophenyl)methanol | HCID 67459756 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 67458942 | HCID 67458942 | 85,4% |
Reaktionsschritte
In a nitrogen stream, triethylsilane (2.8 mL, 17.6 mmol) and a boron trifluoride-diethyl ether complex (1.84 mL, 14.6 mmol) were added to a solution of (2-benzyloxyphenyl)-(4-chlorophenyl)methanol (4.76 g, 14.6 mmol) in acetonitrile (150 mL) at −40° C. and the reaction mixture was stirred at the same temperature for 2 hours and furthermore at 0° C. for one hour. Water was added thereto and the mixture was extracted with methylene chloride. The organic layer was washed with a saturated sodium chloride aqueous solution and dried (anhydrous magnesium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)] to obtain the title compound (3.85 g, 85%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08048897B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-57cc811cd4e742f1804956f546b65e37 |
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| Quellennotiz | uspto-grants-2011_11 |
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