Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 23438472 | HCID 23438472 | 67.2% |
Reaction Steps
To a solution of 2 and 2,4-pentanedione (0.932 ml, 9.08 mmol) in ethanol (10 ml) was added triethylamine (1.26 ml, 9.08 mmol). The resulting mixture was heated at 70° C. overnight. The reaction was partitioned between EtOAc and water and the layers were separated. The organic layer was dried over sodium sulfate then concentrated in vacuo. The crude product was purified by silica column chromatography (5% to 10% EtOAC:hexanes gradient elution) to afford compound 3 (0.633 g, 3.05 mmol) in 37% yield for 2 steps. 1H NMR (CDCl3) δ 0.8-2.0 (m, 10H), 2.5 (s, 3H), 2.7 (s, 3H), 3.2 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06689778B2 |
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| Source dataset | uspto-grants-2004_02 |
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| ORD ID | ord-528aa722ec22450eb0f89f3417dd2698 |
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| Source note | uspto-grants-2004_02 |
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