Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2,3-Dimethylphenylboronic acid | HCID 2773395 | — |
| Edukt | 7-Chloro-2-methyl-2,3-dihydro-1H-inden-1-one | HCID 11789822 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Ethylene Glycol | HCID 174 | — |
| Produkt | 2-Methyl-7-(2,3-dimethylphenyl)-1-indanone | HCID 22173284 | 105,3% |
Reaktionsschritte
Using a method similar to Example 16d), 2.0 g (0.011 mol) of (1), 1.95 g (0.013 mol) of 2,3-dimethylphenylboronic acid and 2.6 g (24.6 mmol) of sodium carbonate were placed in 55 ml of ethylene glycol/5 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. After addition of 18 mg (0.09 mmol) of palladium acetate and 0.15 g (0.27 mmol) of TMSPP, the reaction mixture was stirred for 2 hours at 125° C. After addition of 60 ml of water, the aqueous phase was extracted 4 times with 60 ml each time of ether, the combined ether phases were washed with 60 ml of water and 60 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent gave 2.9 g of 2-methyl-7-(2,3-dimethylphenyl)-1-indanone as solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06492539B1 |
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| Quelldatensatz | uspto-grants-2002_12 |
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| ORD ID | ord-96c599cea16b45a683035f4dbe79cdb8 |
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| Quellennotiz | uspto-grants-2002_12 |
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