Sodium Cyanide → 4,5-(Dimethylmethylenedioxy)-3-hydroxy-6-heptenenitrile
Reaktionsgleichung
S([O-])([O-])(=O)=O.[Mg+2].[C-:7]#[N:8].[Na+].[O:10]1[CH:12]([CH:13]2[O:19][C:18]([CH3:21])([CH3:20])[O:17][CH:14]2[CH:15]=[CH2:16])[CH2:11]1>CO>[CH3:20][C:18]1([CH3:21])[O:17][CH:14]([CH:15]=[CH2:16])[CH:13]([CH:12]([OH:10])[CH2:11][C:7]#[N:8])[O:19]1Komponenten
Reaktionsbedingungen
- Temperatur
- 10 °C
Versuchsvorschrift
Fifty milliliters of a saturated magnesium sulfate aqueous solution were cooled to 10° C., and 10.23 g of sodium cyanide was gradually added not to proceed over 10° C. After stirring at 10° C. for 45 minutes, a solution of 7.61 g of 1,2-epoxy-3,4-(dimethylmethylenedioxy)-5-hexene in 30 ml of methanol was gradually added to the above mixture not to proceed over 10° C. After stirring at room temperature for 2 hours, the reaction mixture was extracted with ethyl acetate. The extract was washed with a sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to afford 2.11 g of 4,5-(dimethylmethylenedioxy)-3-hydroxy-6-heptenenitrile having the following properties.
Aufarbeitung
- customto proceed over 10° C
- customto proceed over 10° C
- stirringAfter stirring at room temperature for 2 hours
- extractionthe reaction mixture was extracted with ethyl acetate
- washThe extract was washed with a sodium chloride aqueous solution
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe obtained residue was purified by silica gel column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-19f527fb225e47e58d7e13763e4dfa27
- Quelldatensatz
- uspto-grants-1994_08
- Patentnummer
- US05334740
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