Hydrogen Cyanide → HCID 11062396, compound

1.33 mmol of hexanal (133 mg) were dissolved in 3 ml of water-saturated diisopropyl ether. 1.1 ml of aqueous hydroxynitrile lyase solution (900 IU/ml) were added at room temperature and the mixture was stirred at room temperature for 5 min. 300 μl of anhydrous hydrocyanic acid (7.88 mmol) were then added and the reaction vessel was sealed pressure-tight. After stirring at room temperature for 1.5 hours, the phases were separated, the aqueous phase was extracted three times with 5 ml of diisopropyl ether each time and the combined ether phases were dried using anhydrous sodium sulfate. The solvent was removed under reduced pressure and the crude cyanohydrin obtained in this way was subjected to purification by column chromatography. 140 mg of (S)-2-hydroxyheptanenitrile were obtained (83% isolated yield).

1. customthe reaction vessel was sealed pressure-tight
2. stirringAfter stirring at room temperature for 1.5 hours
3. customthe phases were separated
4. extractionthe aqueous phase was extracted three times with 5 ml of diisopropyl ether each time
5. dry with materialthe combined ether phases were dried
6. customThe solvent was removed under reduced pressure
7. customthe crude cyanohydrin obtained in this way
8. customwas subjected to purification by column chromatography

ORD record

ord-c751aeb341d749479ee4e025d8921f01

Source dataset

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06337196B1