HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-chlorobenzene → 2-Chlorobiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-chlorobenzene | HCID 12754 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Chlorobiphenyl | HCID 249266 | 93.3% |
Reaction Steps
2-Bromochlorobenzene (96 mg, 0.50 mmol) reacted with phenylboronic acid (79 mg, 0.65 mmol) using 1/2 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (87 mg, 1.50 mmol) in THF at room temperature to give the title compound (88 mg, 93%) as a white solid: 1H-NMR (400 MHz, CDCl3): δ 7.40-7.19 (m, 9H). 13C{1H}-NMR (100 MHz, CDCl3): δ 140.45, 139.33, 132.43, 131.32, 129.88, 129.39, 128.47, 127.99, 127.55, 126.77. GC/MS(EI):188 (M+), 190, 152, 76.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-254a2f7d832244deb599c719778a3d8d |
| Source note | uspto-grants-2003_05 |