HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Azobisisobutyronitrile → 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Azobisisobutyronitrile | HCID 6547 | — |
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Edukt | 5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl ester | HCID 68699292 | — |
| Katalysator | Tungsten | HCID 23964 | — |
| Lösungsmittel | Carbon Tetrachloride | HCID 5943 | — |
| Produkt | 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester | HCID 68697546 | 36,7% |
Reaktionsschritte
6-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (3 g, 10.3 mmol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (2 g, 11.4 mmol) and 2,2′-azobisisobutyronitrile (500 mg, 3.09 mmol) were added thereto. Then, the mixture was refluxed for 3 hours under a 375 W tungsten lamp. After the reaction is completed, the organic layer was extracted with dichloromethane/saturated sodium chloride, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (1.4 g, yield 36.7%) as yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741323B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-3886912e1cf84b7b8345cc647357f727 |
| Quellennotiz | uspto-grants-2010_06 |