HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Azobisisobutyronitrile → 1-bromo-6-methoxy-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 | 6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester | HCID 11845112 | — |
| Katalysator | Tungsten | HCID 23964 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester | HCID 68698470 | 74% |
Reaktionsschritte
6-Methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1.5 g, 5.10 mmol) prepared in Preparation Example 1 was dissolved in dichloromethane (80 mL), and N-bromosuccinimide (1.09 g, 6.12 mmol) and 2,2′-azobisisobutyronitrile (0.08 mg, 0.51 mmol) were added thereto. The mixture was stirred for 2 hrs at RT under the irradiation of a 375 W tungsten lamp. Upon the completion of the reaction, the mixture washed with saturated saline and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/n-hexane=1/20→1/9) to obtain 1.4 g of the titled compound (yield: 74%) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745439B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-dbb54efd464f4ac8818e337f503f8cdb |
| Quellennotiz | uspto-grants-2010_06 |