HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromobenzene → 3-Phenylbenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Formylphenylboronic acid | HCID 2734356 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 3-Phenylbenzaldehyde | HCID 121053 | 115.8% |
Reaction Steps
In a microwave tube, to a solution of bromo-benzene (0.5 g, 3.18 mmol) dissolved in a 1:1 mixture toluene/EtOH (14 mL), 3-formylphenyl boronic acid (0.573 g, 3.82), palladium-tetrakis(triphenylphosphine) (0.184 g, 0.159 mmol) and 10% Na2CO3 solution (7 mL) were sequentially added. The reaction was run at 100° C. for 30 min under microwave irradiation. The crude product was diluted with AcOEt and brine, and extracted. The organic phase was separated, dried over Na2SO4 and filtered over a pad of celite to give an organic fraction, which was concentrated to dryness to afford the title compound (0.671 g, quant.). 1H NMR (CDCl3): δ 8.23-7.36 (m, 9H), 10.13 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353075B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-014bae20424f4f2bbd395dceb65d7e60 |
| Source note | uspto-grants-2016_05 |