HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzonitrile, 4-bromo- → 4'-Formyl-biphenyl-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzonitrile, 4-bromo- | HCID 12162 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4'-Formyl-biphenyl-4-carbonitrile | HCID 2759214 | 100.1% |
Reaction Steps
4-Bromobenzonitrile (73 mg, 0.40 mmol) reacted with 4-formylphenylboronic acid (90 mg, 0.60 mmol) using 0.5/1.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (70 mg, 1.21 mmol) in THF solvent at 40° C. to give the title compound (83 mg, 97%) as a white solid: 1H-NMR (500 MHz, CDCl3): δ 10.10 (s, 1H), 8.01 (d, 2H, J=8.25 Hz), 7.80-7.74 (m, 6H). 13C{1H}-NMR (125 MHz, CDCl3): δ 191.57, 144.90, 144.14, 136.14, 132.78, 130.41,128.03, 127.91, 118.52, 112.17. GC/MS(EI): m/z 207 (M+), 206.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-d287d34348f64f32a62ff4c7ba0eb1ee |
| Source note | uspto-grants-2003_05 |