HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(5-Bromo-2-methylphenoxy)-5-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)pyridine | HCID 92342 | — |
| Reactant | 5-Bromo-2-methylphenol | HCID 12648404 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(5-Bromo-2-methylphenoxy)-5-(trifluoromethyl)pyridine | HCID 66876057 | 90.3% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of 5-bromo-2-methylphenol (1.0 g, 0.005 mol) in DMF (10 mL) was added K2CO3 (1.38 g, 0.01 mol) at RT. 2-Chloro-5-(trifluoromethyl)pyridine (908 mg, 0.005 mol) was added and the reaction was refluxed at 110° C. for 12 h. The reaction mixture was quenched with water and extracted with EtOAc three times. The organic extract was washed with water and brine, dried over sodium sulfate and concentrated under reduced pressure to give the title compound (1.5 g, 88%). 1H NMR (500 MHz, CDCl3): δ 8.42 (s, 1H), 7.92 (d, J=2.15 Hz, 1H), 7.32 (t, J=6.45 1H), 7.23 (d, J=1.5 Hz, 1H), 7.17 (d, J=8.05 Hz, 1H), 7.03 (d, J=8.65 Hz, 1H), 2.12 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044052B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-72680a9d426c4542a193403c708915a5 |
| Source note | uspto-grants-2011_10 |