Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Aminoethyl methacrylate hydrochloride | HCID 75495 | — |
| Edukt | Trifluoromethanesulfonyl chloride | HCID 79000 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 11984250 | HCID 11984250 | 61% |
Reaktionsschritte
To a solution of 15 g (0.091 mol) of 2-aminoethyl methacrylate hydrochloride (available from Aldrich) in 250 ml of anhydrous methylene chloride was added 18.4 g of redistilled triethylamine (0.182 mol). After the mixture was stirred at room temperature for 1 hour, 15.3 g trifluoromethane sulfonylchloride (0.091 mol) was added. The resulting mixture was further stirred at room temperature overnight. About 200 ml ether was added. The mixture was filtered to remove the precipitate formed. The filtrate was sequentially washed with 2×100 ml of 5% HCl, 100 ml of saturated NaHCO3, 2×100 ml brine, and then dried over MgSO4. The solvents were removed by rotavap. About 14.5 g of viscous liquid was obtained. The product was further purified by recrystallization from 1:1 hexane/chloroform to give about 12 g white solid (51%) having a melting point of 55-58° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06949325B2 |
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| Quelldatensatz | uspto-grants-2005_09 |
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| ORD ID | ord-89ca2ed0925549bc827c6456d93adc7d |
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| Quellennotiz | uspto-grants-2005_09 |
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