HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → HCID 59287317, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-methylpyridine | HCID 581392 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59287317 | HCID 59287317 | 82% |
Reaction Steps
To a solution of NaH (60% in mineral oil) (0.13 g, 3.25 mmol) in DMF (5 ml) was added commercially available 4-bromophenol (0.50 g, 2.89 mmol) and the reaction was stirred at room temperature for 10 minutes. Then, 4-chloro-2-picoline (0.30 g, 2.40 mmol) was added and the resulting reaction mixture was then microwaved at 150° C. for 10 minutes. After cooling, the mixture was diluted with water and extracted with Et2O. The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue thus obtained was purified by flash chromatography (DCM) to yield intermediate 25 (0.52 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067891B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c8b3f6d9e07849e2a08c7ec0034844fa |
| Source note | uspto-grants-2015_06 |