Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Cyanide | HCID 9032 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Bicyclo[3.2.1]octan-2-one | HCID 107363 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | HCID 19752109 | HCID 19752109 | 29,4% |
Reaktionsschritte
Bicyclo[3.2.1]octan-2-one (30 g) is dissolved in ethanol (300 cc) and a solution of potassium cyanide (18.2 g) and ammonium chloride (13.9 g) in water (300 cc) is added. After stirring for 6 days at 20° C., the ethanol is concentrated under reduced pressure (5.2 kPa) and the aqueous phase is extracted with diethyl ether (5×200 cc). The ethereal phase is washed with water (2×50 cc), dried over sodium sulphate and concentrated under reduced pressure (5.2 kPa) to a volume of 400 cc. Hydrogen chloride gas is then bubbled through the solution until it is saturated. The precipitate formed is drained, washed with diethyl ether (3×25 cc) and dried under reduced pressure (2.5 kPa). 2-Amino-2-cyano-bicyclo[3.2.1]octane hydrochloride (13.25 g) is thus obtained, as a mixture of the exo and endo racemates in a ratio of (8/1), in the form of fine white crystals which melt with decomposition at 202°-5° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05225207 |
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| Quelldatensatz | uspto-grants-1993_07 |
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| ORD ID | ord-24faf0c554904b76aa2c71e134079af3 |
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| Quellennotiz | uspto-grants-1993_07 |
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