HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → Methyl 4-(bromomethyl)-3-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Benzoic acid, 3-methoxy-4-methyl-, methyl ester | HCID 591123 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Methyl 4-(bromomethyl)-3-methoxybenzoate | HCID 2759828 | 97.4% |
Reaction Steps
A mixture of methyl 4-methyl-3-(methyloxy)benzoate (1.00 g, 5.55 mmol), N-bromosuccinimide (1.09 g, 6.10 mmol) and a catalytic amount of 2,2′-azobis(isobutyronitrile) (AIBN) was refluxed in carbon tetrachloride (40 ml) for 16 h. The reaction mixture was filtered and the solution was washed with brine (25 ml), dried over sodium sulfate and concentrated to give methyl 4-(bromomethyl)-3-(methyloxy)benzoate (1.4 g, 97% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012956B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-1e75a604aa444ac8bc6c2431c2a218ce |
| Source note | uspto-grants-2011_09 |