Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cyclopentanol | HCID 7298 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 4-Iodoanisole | HCID 69676 | — |
| Edukt | 5-Methyl-1,10-phenanthroline | HCID 72791 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Produkt | 1-(Cyclopentyloxy)-4-methoxybenzene | HCID 15531007 | 67% |
Reaktionsschritte
A test tube was charged with CuI (20 mg, 0.10 mmol, 10 mol %), 5-methyl-1,10-phenanthroline (39 mg, 0.20 mmol, 20 mol %), Cs2CO3 (652 mg, 2.0 mmol), 4-iodoanisole (234 mg, 1.0 mmol) and cyclopentanol (1.0 mL). The test tube was sealed and the reaction mixture was stirred at 110° C. for 24 h. The resulting suspension was cooled to room temperature and filtered through a 0.5×1 cm pad of silica gel eluting with diethyl ether. The filtrate was concentrated. Purification of the residue by flash chromatography on silica gel (2×20 cm; pentane/diethyl ether 30:1) provided 128 mg (67% yield) of the title compound as a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06867298B2 |
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| Quelldatensatz | uspto-grants-2005_03 |
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| ORD ID | ord-fa26ed255ac046baa762d10a2873ba7b |
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| Quellennotiz | uspto-grants-2005_03 |
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