Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 67460602 | HCID 67460602 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67459549 | HCID 67459549 | 95% |
Reaction Steps
In a nitrogen stream, triethylsilane (0.73 mL, 4.6 mmol) and a boron trifluoride-diethyl ether complex (0.5 mL, 4.0 mmol) were added to a solution of (2-benzyloxyphenyl)-(4-cyclopropylphenyl)methanol (1.3 g, 4.0 mmol) in acetonitrile (7 mL) at −40° C. and the mixture solution was stirred at the same temperature for 1.5 hours and furthermore at 0° C. for 30 minutes. 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 (1:7)] to obtain the title compound (1.2 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048897B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-2a41c35473064ce6ab83143d03dc812e |
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| Source note | uspto-grants-2011_11 |
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