Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Phenylethanol | HCID 6054 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-[4'-(4-Bromomethyl-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester | HCID 66577199 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 51352347 | HCID 51352347 | — |
Reaction Steps
Sodium hydride (60% in mineral oil, 0.027 g, 0.68 mmol) was added to a solution of 1-[4′-(4-bromomethyl-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester (0.200 g, 0.45 mmol) and phenethyl alcohol (0.06 mL, 0.45 mmol) in DMF (5 mL). The reaction was stirred at 55° C. overnight, then partitioned between EtOAc and H2O and acidified with 1 N aqueous HCl. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by silica gel chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090573B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-5d16af5c0591468d9c6f11db47904ff6 |
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| Source note | uspto-grants-2015_07 |
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