Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 67461036 | HCID 67461036 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 67459678 | HCID 67459678 | 51.3% |
Reaction Steps
To a solution of (3-benzyloxy-5-trifluoromethylthiophen-2-yl)-(4-methoxy-phenyl)methanone (220.2 mg, 0.56 mmol) as synthesized by the method described in International Publication No. WO04/007517 and triethylsilane (1.34 mL, 8.41 mmol) in dichloromethane (1.1 mL), trifluoroacetic acid (3 mL) was added at 0° C. in a nitrogen stream over five minutes. The reaction mixture was stirred at the same temperature for 6.75 hours, and then triethylsilane (0.9 mL, 5.61 mmol) was added thereto. The reaction mixture was stirred at the same temperature for 16.75 hours, and then concentrated 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 (108.8 mg, 51%).
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-77bffb92e0ad4e04806a45e38d0b3b33 |
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| Source note | uspto-grants-2011_11 |
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