Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Chlorotriethylsilane | HCID 13819 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 68272395 | HCID 68272395 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70976304 | HCID 70976304 | 98% |
Reaction Steps
Imidazole (245 mg, 3.6 mmol), triethylsilyl chloride (1.2 mL, 7.2 mmol) and N,N-dimethylformamide (10 mL) were added at 0° C. to 3-(4-(5-bromothiophen-2-yl)benzyl)-4-(4-(5-bromothiophen-2-yl)phenyl)-2-methylbutan-2-ol (1.15 g, 2.0 mmol). Following stirring of the resulting mixed liquid at room temperature for 12 hours, a saturated aqueous solution of ammonium chloride was added to halt the reaction. The organic layer was separated from the mixed liquid, and the water layer was extracted with ether. The resulting organic layer was washed with a saturated aqueous solution of sodium chloride, and dried using anhydrous magnesium sulfate. Following filtering of the organic layer, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane), yielding the title compound (7b) (1.35 g, 1.95 mmol) as a colorless solid in a yield of 98%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051246B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-b15b9fd200ea4bba8170b8f34219a3aa |
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| Source note | uspto-grants-2015_06 |
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