HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → Methyl 2-(2-chloro-4-bromomethylphenoxy)-2-phenylacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 2-(2-chloro-4-methylphenoxy)-2-phenylacetate | HCID 19385673 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Methyl 2-(2-chloro-4-bromomethylphenoxy)-2-phenylacetate | HCID 19385604 | 34% |
Reaction Steps
To a solution of 1.70 g (5.86 mmol) of the product from Step A dissolved in 20 mL of CCl4 was added 1.04 g (5.86 mmol) of N-bromosuccinimide and 50 mg (catalytic amount) of AIBN. The reaction mixture was stirred and heated at reflux for 7 hours, then an additional 0.20 g of NBS was added. The reaction was refluxed for 48 hours, then cooled and concentrated in vacuo. The residue was purified on a silica flash chromatography column eluted with 10% ethyl acetate/hexane to afford 0.730 g (34%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05449682 |
| Source dataset | uspto-grants-1995_09 |
| ORD ID | ord-efbc19cc55a948b0ab00107084730a48 |
| Source note | uspto-grants-1995_09 |