HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pinacol → 2-(2-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pinacol | HCID 6425 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | (2-Fluoro-4-methylphenyl)boronic acid | HCID 2783132 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-(2-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 69672435 | 97% |
Reaction Steps
To a solution of (2-fluoro-4-methylphenyl)boronic acid (500 mg, 3.24 mmol) in diethyl ether (20 mL) was added pinacol (360 mg, 3.24 mmol) and 4-toluenesulfonic acid monohydrate (30 mg, 162 μmol) and the resulting solution was stirred at room temperature for 18 hours. The reaction mixture was washed with a saturated aqueous sodium hydrogen carbonate solution (20 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid, 740 mg, in a 97% yield. 1H NMR (400 MHz, CDCl3) δ ppm 1.33 (s, 12 H), 2.34 (s, 3 H), 6.82 (d, 1 H), 6.93 (d, 1 H), 7.60 (d, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447116B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-6dce9615d7174c8aa69b89c1fd04db16 |
| Source note | uspto-grants-2016_09 |