Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1-Indanone | HCID 6735 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 18-Crown-6 | HCID 28557 | — |
| Edukt | 2-Bromomethylnaphthalene | HCID 70320 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 6-[(2-Naphthyl)methoxy]-2-methyl-indanone | HCID 19935755 | 697,1% |
Reaktionsschritte
A mixture of the indanone (14 g, 86.4 mmole) prepared as described in Example 1, Step D, anhydrous K2CO3 (11.24 g, 81.4 mmole), 18-crown-6 (2.29 g, 6.4 mmole) and 2-bromomethylnaphthalene (11.6 g, 95 mmole) in acetonitrile (275 mL) is heated under nitrogen for 24 hours (in an oil bath set at 70° C.). The acetonitrile is evaporated and the residue is dissolved in water, extracted with ethyl acetate, dried (MgSO4) and evaporated to dryness. The crude product (tan solid) is flash chromatographed (on silica Merck-60, preabsorbed in CH2Cl2, eluted with 8:2 hexane-ethyl acetate) to provide the title compound as a white solid (13.49 g, 52% ).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05420289 |
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| Quelldatensatz | uspto-grants-1995_05 |
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| ORD ID | ord-46a992045757439585144887b9465636 |
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| Quellennotiz | uspto-grants-1995_05 |
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