Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86682096 | HCID 86682096 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71278942 | HCID 71278942 | 19.3% |
Reaction Steps
A solution of acetylacetone (0.100 g, 1.00 mmol) in THF (2.5 mL) was added with a 1 M solution of tetrabutylammonium fluoride in THF (1.00 mL, 1.00 mmol) and water (1 mL), and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was added with a solution of 7-(bromomethyl)-6-methoxybenzofuran-3(2H)-one (0.257 g, 1.00 mmol) in THF (2 mL), and the mixture was stirred at room temperature for 16 hours. The reaction mixture was added with a 1 M solution of tetrabutylammonium fluoride in THF (1.00 mL, 1.00 mmol), and the mixture was stirred at room temperature for additional 5 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain 3[(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]pentane-2,4-dione (0.0533 g, 19%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-6adf03922578472e8c66dc05c33421cb |
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| Source note | uspto-grants-2015_10 |
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