Potassium Cyanide → 1,3-Dioxolane-2-propiononitrile

Temperature

100 °C

A mixture of 2-(3-chloropropyl)-1,3-dioxolane (5.7 g, 37.8 mmol) and potassium cyanide (3.8 g, 58.4 mmol) in dimethylsulfoxide (12 mL) was heated at 100° C. for 48 hours. The reaction mixture was diluted with water (80 mL) and extracted with ether (3×60 mL). The combined ether layer was washed with water (3×60 mL), dried (magnesium sulfate), concentrated in vacuo and purified by silica gel chromatography (ethyl acetate in hexane, 1:2) to afford the title compound (2.1 g, 40%) as a pale yellow liquid;

1. extractionextracted with ether (3×60 mL)
2. washThe combined ether layer was washed with water (3×60 mL)
3. dry with materialdried (magnesium sulfate)
4. concentrationconcentrated in vacuo
5. custompurified by silica gel chromatography (ethyl acetate in hexane, 1:2)

ORD record

ord-57dd812a0d2f4c448710438e78ce82f1

Source dataset

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06319946B1