HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Benzoxazole, 2-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Benzoxazole | HCID 9228 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Benzoxazole, 2-phenyl- | HCID 70030 | 51% |
Reaction Steps
Copper(I) iodide (19.1 mg, 0.1 mmol), benzoxazole (119 mg, 10.0 mmol), bromobenzene (471 mg, 3.0 mmol), t-BuOK (224 mg, 2.0 mmol), and DMF (1.0 mL). After column chromatography (hexanes, then 10% ethyl acetate in hexanes) and preparative HPLC (5% ethyl acetate in hexanes) 99 mg (51%) of 2-phenylbenzoxazole is obtained. Table I, entry 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952207B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ae20be3658b145e1b0f22c5c826625b0 |
| Source note | uspto-grants-2015_02 |