HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → Methyl 2-(bromomethyl)-4-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 2-methyl-4-nitrobenzoate | HCID 15088700 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Methyl 2-(bromomethyl)-4-nitrobenzoate | HCID 15088701 | 92.4% |
Reaction Steps
To a solution of 2-Methyl-4-nitro-benzoic acid methyl ester (3.08 g, 15.79 mmole) in 125 ml carbontetrachloride was added NBS (3.1 g, 17.38 mmole) and AIBN (390 mg, 2.38 mmole). The reaction mixture was heated at reflux under light for 22 hours. The reaction mixture was cooled down, concentrated to half, filtered off, solid was washed with 25 ml carbontetrachloride. The filtrate was concentrated to give 4 g crude product, containing about 20% unreacted starting material. This was used for next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09138427B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8793d73f8cbf48f5ae47fd9e4f6a9f82 |
| Source note | uspto-grants-2015_09 |