HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-(3-Methylimidazol-4-yl)cyclohex-2-en-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 5-Bromo-1-methyl-1H-imidazole | HCID 1515258 | — |
| Reactant | (6-Oxocyclohex-1-en-1-yl)boric acid | HCID 89963618 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(3-Methylimidazol-4-yl)cyclohex-2-en-1-one | HCID 89963299 | 8% |
Reaction Steps
The reaction and aftertreatment were conducted in the same manner as in Example 39a by using (6-oxocyclohex-1-en-1-yl)boric acid (J. Org. Chem. 2011, 76, 3946-3959; 790 mg, 5.65 mmol), 5-bromo-1-methyl-1H-imidazole (910 mg, 5.65 mmol), tetrakis(triphenylphosphine)palladium (0) (326 mg, 0.282 mmol), cesium carbonate (4.00 g, 12.3 mmol), 1,4-dioxane (10 mL) and water (5 mL), to yield the title compound (80 mg, 8%) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889741B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-1e1ec7c9280b4b5896ec358aa5ab7569 |
| Source note | uspto-grants-2014_11 |