HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromobenzophenone → 4-(2-Methylphenyl)benzophenone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromobenzophenone | HCID 7030 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(2-Methylphenyl)benzophenone | HCID 18539329 | 98% |
Reaction Steps
A 4 ml vial was charged with 4-bromobenzophenone (268 mg, 1.03 mmol), o-tolylboronic acid (152 mg, 1.12 mmol), KF (116 mg, 2.00 mmol), Pd(dba)2 (5.8 mg, 1 mol %), and Ph5FcP(t-Bu)2 (7.1 mg, 2 mol %). Anhydrous toluene (2 ml) was added to the mixture, and the vial was sealed with a cap containing PTFE septum and removed from the drybox. The reaction solution was stirred at room temperature for 18 h. After the starting aryl halide was consumed, the reaction solution was directly absorbed onto silica gel and the coupling product was isolated by eluting with hexane/ethyl acetate to give 275 mg (98%) of 4-(2-methylphenyl)benzophenone as a solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-3a29ec8455554c7cb00aa47a732f036b |
| Source note | uspto-grants-2003_05 |