Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Diisopropylamine | HCID 7912 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 5-Methoxyindan-1-one | HCID 78787 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Methoxy-2-methylindan-1-one | HCID 12290490 | 43,9% |
Reaktionsschritte
To a solution of diisopropylamine (5.2 mL, 36.9 mmol), in THF (20 mL) is added n-BuLi (14.8 mL, 36.9 mmol, 2.5 M in hexane) at −78° C. After 30 min, 5-methoxyindan-1-one (5.0 g, 30.8 mmol) in THF (35 mL) is added. After it is stirred at −78° C. for 1 h, the mixture is warmed to 10° C. for 30 min. The mixture is cooled again to −78° C. and methyl iodide (2.3 mL, 36.9 mmol) is added. The mixture is then warmed to RT over 1 h. NH4Cl solution is added and extracted with EtOAc. The organic extract is dried with MgSO4, concentrated and purified by chromatography to give the title compound (2.38 g): (M+H)+=177.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07700633B2 |
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| Quelldatensatz | uspto-grants-2010_04 |
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| ORD ID | ord-fd0cd4ccf53c4c05b64e2e0a30f64b4f |
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| Quellennotiz | uspto-grants-2010_04 |
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