HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Cyclohexyl(3-methyl-5-nitro-1-benzofuran-2-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2'-Hydroxy-5'-nitroacetophenone | HCID 248079 | — |
| Reactant | 2-Bromo-1-cyclohexylethanone | HCID 11160027 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Cyclohexyl(3-methyl-5-nitro-1-benzofuran-2-yl)methanone | HCID 66777339 | 53% |
Reaction Steps
To a mixture of 2′-hydroxy-5′-nitroacetophenone (5.00 g), 2-bromo-1-cyclohexylethanone (6.79 g) synthesized in Example A51(1) and N,N-dimethylformamide (50 mL) was added potassium carbonate (7.63 g), and the mixture was stirred overnight at room temperature. 1N Hydrochloric acid was added to quench the reaction, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with diisopropyl ether to give the title object compound (4.18 g, 53%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-b01f661f02134d67bf3f00aad0db0b30 |
| Source note | uspto-grants-2013_05 |