Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68452332 | HCID 68452332 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11592416 | HCID 11592416 | 81.2% |
Reaction Steps
A mixture of methyl 4-[({1-bromo-6-[2-(2-butyl-1-benzofuran-3-yl)-1,3-oxazol-5-yl]-2-naphthyl}oxy)methyl]benzoate (77.2 mg, 0.126 mmol), prepared in the previous step, and 1 N NaOH (200 μL, 0.200 mmol) in 15 mL of THF, plus 15 mL of methanol, plus 5 mL of water was refluxed under nitrogen for 21 h. After cooling to room temperature the reaction was filtered and acidified by the addition of 300 μL of 1 N HCl. The reaction was concentrated under reduced pressure to remove most of the THF and methanol. The solid present was collected by filtration and dried under reduced pressure to give the title compound (61 mg, 81%) as a white solid, mp 281-283° C. Elemental Analysis for C33H26BrNO5. 0.05 H2O Calc'd: C, 66.35; H, 4.40; N, 2.34. Found: C, 66.50; H, 4.34; N, 2.18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07754747B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-36db9087a88f40e19f4b4f4cc8ace31e |
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| Source note | uspto-grants-2010_07 |
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