HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 6-Bromomethyl-nicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 6-methylnicotinate | HCID 231548 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 6-Bromomethyl-nicotinic acid methyl ester | HCID 12752237 | 34.1% |
Reaction Steps
To a solution of 6-methyl-nicotinic acid methyl ester (0.54 g, 3.57 mmol) in carbon tetrachloride (10 mL) was added 2,2′-azobis(2-methyl-proprionitrile) (0.030 g, 0.18 mmol) and N-bromosuccinimide (0.703 g, 3.95 mmol). The solution was stirred at reflux for 12 hours, cooled and concentrated in vacuo. Flash chromatography on silica gel provided the title compound (0.28 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07098212B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-fdca795980844515b4650cb5656d3a34 |
| Source note | uspto-grants-2006_08 |