HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1,1'-Biphenyl, 2,2',4,6-tetramethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromomesitylene | HCID 68473 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Sodium 2'-(dicyclohexylphosphino)-2,6-dimethoxybiphenyl-3-sulfonate | HCID 23677046 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,1'-Biphenyl, 2,2',4,6-tetramethyl- | HCID 11680084 | 94% |
Reaction Steps
The general procedure described in Example 3 was used with 2-bromo-mesitylene (0.153 mL, 1.00 mmol), 2-methylphenylboronic acid (203 mg, 1.50 mmol), Pd(OAc)2 (4.5 mg, 0.020 mmol, 2 mol %), sodium 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl-3′-sulfonate (20.0 mg, 0.040 mmol, 4 mol %), K2CO3 (276 mg, 2.00 mmol), water (1.5 mL), 22 h, room temperature. The product was isolated as a colorless oil (197 mg, 94%). 1H NMR (400 MHz, CDCl3) δ: 7.30-7.19 (m, 3H), 7.05-7.00 (m, 1H), 6.92 (s, 2H), 2.30 (2, 3H), 1.99 (s, 3H), 1.89 (s, 6H). 13C NMR (125 MHz, CDCl3) δ: 140.9, 138.2, 136.4, 136.0, 135.9, 130.0, 129.2, 128.1, 127.1, 126.2, 21.4, 20.6, 19.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560596B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-b38e163c2ea04f769aac440c1ccc187f |
| Source note | uspto-grants-2009_07 |