HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 23005147, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | p-Bromopropiophenone | HCID 66312 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | HCID 23005147 | HCID 23005147 | 88.3% |
Reaction Steps
To a solution of 1-(4-bromophenyl)propan-1-one (10 g, 46.9 mmol) in toluene/ethanol (47/47 ml) is added 4-trifluoromethylphenylboronic acid (10.63 g, 51.6 mmol), tetrakis(triphenylphosphine)palladium (2.7 g, 2.3 mmol), and 2 N potassium carbonate (47 mL). The reaction mixture is heated at reflux overnight, cooled to rt, and partitioned between ethyl acetate and water. The organic layer is dried and concentrated, then loaded onto silica gel and eluted using hexanes with an ethyl acetate gradient from 0% to 60% giving 1-(4′-trifluoromethylbiphenyl-4-yl)propan-1-one (11.52 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-a4d44f7cffb043a09305580f849b34cd |
| Source note | uspto-grants-2011_08 |