HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → Methyl 2-(bromomethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Methyl o-toluate | HCID 33094 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Methyl 2-(bromomethyl)benzoate | HCID 2734813 | 80% |
Reaction Steps
A solution of compound 18b (4.5 g, 30 mmol), NBS (5.9 g, 33 mmol) and AIBN (0.5 g, 3 mmol) in CCl4 (20 mL) was refluxed overnight. The mixture was taken up in H2O (20 mL) and extracted with DCM (100 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated. The crude product was purified by CC to give the compound 18c (5.5 g, 80% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940722B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-4e46a084462c423d84eb60f223fea357 |
| Source note | uspto-grants-2015_01 |