HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromobenzene → 2-Methylbiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Methylbiphenyl | HCID 12563 | 95% |
Reaction Steps
2-Bromobenzene (80 mg, 0.51 mmol) reacted with 2-methylphenylboronic acid (90 mg, 0.66 mmol) using 1.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (87 mg, 1.55 mmol) in THF solvent at room temperature to give the title compound (80 mg, 95%) as a colorless oil: 1H-NMR (400 MHz, CDCl3): δ 7.51-7.47 (m, 2H), 7.44-7.40 (m, 3H), 7.36-7.32 (m, 4H), 2.36 (s, 3H). 13C{1H}-NMR (100 MHz, CDCl3): δ 141.91, 141.89, 135.30, 130.27, 129.76, 129.16, 128.03, 127.22, 126.72, 125.73, 20.46. GC/MS(EI): m/z 168 (M+), 153.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-febc04f39af74a9892aa859c2bae16a2 |
| Source note | uspto-grants-2003_05 |