HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 2-Bromo-1-oxo-3-phenyl-1H-inden-6-yl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2,3-Dihydro-1-oxo-3-phenyl-1H-inden-6-yl acetate | HCID 70317234 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 2-Bromo-1-oxo-3-phenyl-1H-inden-6-yl acetate | HCID 70313241 | 92.3% |
Reaction Steps
2,3-Dihydro-1-oxo-3-phenyl-1H-inden-6-yl acetate (10.1 g, 37.9 mmol) obtained in Step 3 was placed into a flask and dissolved in CCl4 (200 mL). To the resulting solution, NBS (14.8 g, 2.2 eq) and AIBN (0.62 g, 10 mol %) were added. The resulting mixture was allowed to reflux for 1 h. Then the mixture was further irradiated by a tungsten lamp (375W) for 1.5 h. After cooling to room temperature, the precipitate was collected using a Buchner funnel. The solid was dissolved in CH2Cl2 and washed with sat. Na2S2O3, H2O, and brine. The organic layer was dried over MgSO4 and concentrated in vacuo to give the desired product (12.0 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877747B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-dad5f08ce8fb4ba78967408f6e963a70 |
| Source note | uspto-grants-2014_11 |