Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | HCID 68453973 | HCID 68453973 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 68452467 | HCID 68452467 | 98.7% |
Reaction Steps
A mixture of 1-bromo-6-[2-(2-butyl-1-benzofuran-3-yl)-1,3-oxazol-5-yl]-2-naphthol (89 mg 0.192 mmol), prepared in the previous step, bromoacetonitrile (16 μL, 0.23 mmol) and cesium carbonate (127 mg, 0.389 mmol) in 20 mL of acetone was stirred under nitrogen at room temperature for 15 h (overnight). The acetone was removed under reduced pressure and the residue partitioned between methylene chloride and water. The organic layer was separated and the aqueous layer extracted two times with methylene chloride. The combined extracts were dried (MgSO4), filtered and the solvent removed under reduced pressure to give ({1-bromo-6-[2-(2-butyl-1-benzofuran-3-yl)-1,3-oxazol-5-yl]-2-naphthyl}oxy)acetonitrile (95 mg, 91%) as a brown solid, mp 144-146° C. Elemental Analysis for C27H21BrN2O3 Calc'd: C, 64.68; H, 4.22; N, 5.59. Found: C, 63.90; H, 4.10; N, 5.18.
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-dc068d28186d429595e7e0cfc97c724e |
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| Source note | uspto-grants-2010_07 |
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