HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromotoluene → 2,2'-Dimethylbiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromotoluene | HCID 7236 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2'-Dimethylbiphenyl | HCID 11797 | 98% |
Reaction Steps
2-Bromotoluene (87 mg, 0.51 mmol) reacted with 2-methylphenylboronic acid (88 mg, 0.65 mmol) using 1 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (87 mg, 1.50 mmol) in THF solvent at room temperature to give the title compound (91 mg, 98%) as a colorless oil: 1H-NMR (300 MHz, CDCl3): δ 7.29-7.35 (m, 6H), 7.20 (d, 2H, J=6.3 Hz), 2.15 (s, 6H).). 13C{1H}-NMR (100 MHz, CDCl3): δ 141.56, 135.76, 129.77, 129.25, 127.12, 125.51, 19.81. GC/MS(EI): m/z 182 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-40b553aec2194ce18bed40f417ad18bc |
| Source note | uspto-grants-2003_05 |