HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 2-(Bromomethyl)-6-methoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-Methoxyquinaldine | HCID 70648 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | 2-(Bromomethyl)-6-methoxyquinoline | HCID 21618043 | 28% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 6-methoxy-2-methylquinoline (999 mg, 5.77 mmol), NBS (1.03 g, 5.77 mmol), AIBN (153 mg) and chlorobenzene (10 mL) was stirred at 120° C. for 2 hours, then added with AIBN (153 mg) again and further stirred for 4 hours with heating. The solvent was evaporated under reduced pressure, and then the residue was extracted with ether. The solvent was evaporated, and the residue was recrystallized from ethanol to obtain 6-methoxy-2-bromomethylquinoline as white powder (yield: 400 mg, 1.59 mmol, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07541467B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-3b91c303edd742d89bf2895792245cd6 |
| Source note | uspto-grants-2009_06 |