HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dimethylphenol → 2-(2,6-Dimethylphenoxy)-5-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dimethylphenol | HCID 11335 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2,6-Dimethylphenoxy)-5-nitropyridine | HCID 12675956 | 72.3% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
In a 20 mL microwave vial 2-chloro-5-nitropyridine (500 mg, 3.15 mmol) was dissolved in N,N-dimethylformamide (10 mL) to give a pale yellow solution. 2,6-dimethylphenol (385 mg, 3.15 mmol) and potassium carbonate (1308 mg, 9.46 mmol) were added. The reaction vessel was sealed and heated under microwave irradiation (Biotage instrument) at 110° C. for 1 hour. The reaction mixture was quenched with 10 mL of water and diluted with 10 mL of Et2O. Phases were separated through a separating funnel. The organic phase was washed with 3 times 10 mL of water, 10 mL of brine, dried over sodium sulphate, filtered and evaporated under vacuum to afford the title compound as a pale orange oil (555.9 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722695B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-f679a2238baf4f3380c7bfd3c105e431 |
| Source note | uspto-grants-2014_05 |