Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4'-Fluoroacetophenone | HCID 9828 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178420174 | HCID 178420174 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23725857 | HCID 23725857 | 22% |
Reaction Steps
To a solution of 4-(1H-imidazol-4-yl)-3-phenyl-isoxazole (106 mg, 0.5 mmol) in DMF (2.5 mL) was added 4-fluoroacetophenone (61 mL, 0.5 mmol) and potassium carbonate (138 mg, 1.0 mmol) and the resulting mixture heated at 120° C. overnight. The resulting mixture was then poured into HCl (1 N, 200 mL) and extracted with ethyl acetate which was then washed with brine, dried over sodium sulphate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 0:100) afforded the title compound (36 mg, 22%) which was obtained as a light yellow solid. MS: m/e=330.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07414061B2 |
|---|
| Source dataset | uspto-grants-2008_08 |
|---|
| ORD ID | ord-9a3813aa0ca54073b934ca0d40c16eaa |
|---|
| Source note | uspto-grants-2008_08 |
|---|