Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethyl vinyl ether | HCID 8023 | — |
| Edukt | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Edukt | 8,16,25-Tris(benzenesulfonyl)-2,6,10,14,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-dotriacontaoctaene-9,24-diol | HCID 86637460 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-Ethoxyethyl ether | HCID 10464631 | 168% |
Reaktionsschritte
To a stirred solution of the C40 diol compound (L) (1.00 g, 1.00 mmol) in CH2Cl2 (10 mL) at 0° C. were added ethyl vinyl ether (0.80 mL, 8.00 mmol) and pyridinium p-toluenesulfonate (0.13 g, 0.50 mmol). The mixture was stirred at 0° C. for 1 h, and warmed to and stirred at room temperature for 14 h. The mixture was then diluted with CH2Cl2 (30 mL), washed with saturated NaHCO3 (10 mL×3), dried over anhydrous K2CO3, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel (deactivated by Et3N) column chromatography to give the bis(1-ethoxyethyl)ether (M-3) (1.09 g, 0.84 mmol) in 95% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08293946B2 |
|---|
| Quelldatensatz | uspto-grants-2012_10 |
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| ORD ID | ord-8fc7671dce554cac993cba5ced61a053 |
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| Quellennotiz | uspto-grants-2012_10 |
|---|
