Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 59264722 | HCID 59264722 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59264741 | HCID 59264741 | — |
Reaction Steps
Potassium phosphate (0.1 g, 0.5 mmol) was added to a solution of 5-(2,4-bis-benzyloxy-5-bromo-phenyl)-4-(4-methoxy-phenyl)-3-methyl-isoxazole (0.14 g, 0.25 mmol) and phenyl boronic acid (0.095 g, 0.75 mmol) in 1,4 dioxan (4 ml) under a nitrogen atmosphere. Tetrakis(triphenylphosphine)palladium(0) (cat.) was added and the suspension heated, 80° C. for ˜18 hrs. The suspension was allowed to cool and ethyl acetate (25 ml) added. The mixture was washed with water (3×25 ml) and saturated aqueous sodium chloride solution (25 ml). The solution was dried over anhydrous magnesium sulphate and concentrated to give a pale brown gum. Trituration with hexane gave 5-(4,6-bis-benzyloxy-biphenyl-3-yl)-4-(4-methoxy-phenyl)-3-methyl-isoxazole as an off-white solid, dried in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07705027B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-11e085f86874406396c41fb9016ac400 |
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| Source note | uspto-grants-2010_04 |
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