HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromobenzene → 2-Methyl-8-phenoxyimidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-Methylimidazo[1,2-a]pyridin-8-ol | HCID 820953 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-Methyl-8-phenoxyimidazo[1,2-a]pyridine | HCID 13900295 | — |
Reaction Steps
A mixture of 8-hydroxy-2-methylimidazo[1,2-a]pyridine (14.8 g), bromobenzene (15.7 g), copper powder (1.0 g) and powdered potassium hydroxide (5.6 g) in N-methyl pyrrolidone was heated under reflux for 4 hrs. The solvent was removed by distillation and the residue suspended in dichloromethane, washed with 10% sodium hydroxide solution and the dichloromethane was evaporated to give 2-methyl-8-phenoxyimidazo[1,2-a]pyridine. Treatment of this compound in accordance with Examples 10 and 11 yields the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04450164 |
| Source dataset | uspto-grants-1984_05 |
| ORD ID | ord-4500b211716041029ecd860fcd4d5549 |
| Source note | uspto-grants-1984_05 |