Hydrochloric Acid → 3,3-Dimethoxy-2-hydroxyiminopropionitrile

Temperature

-10 °C

To a flask having an inner volume of 300 ml and equipped with a stirring device, a thermometer, a condenser and a gas inlet tube were charged 42.83 g (0.5 mol) of 3-methoxyacrylonitrile with a purity of 97% by weight and 125 ml of methanol, and the mixture was cooled to −10° C. under stirring. Then, the reaction solution was maintained to −10 to 0° C., and while feeding nitrosyl chloride generated by reacting 170.5 g (1.0 mol) of 41% by weight aqueous sodium nitrite solution and 320 ml (3.5 mol) of conc. hydrochloric acid (the above-mentioned method (2)) in a separate apparatus to the reaction solution, the resulting mixture was reacted at −10 to 0° C. for 3 hours and at room temperature for 2 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, the concentrate was washed in the order of n-hexane and toluene, dried under reduced pressure at 40° C. to obtain 61.6 g of 3,3-dimethoxy-2-hydroxyiminopropionitrile (Isolation yield: 80.1%) as a pale yellowish solid with a purity of 93.7% by weight (absolute calibration curve method by high performance liquid chromatography).

1. customTo a flask having
2. customan inner volume of 300 ml and equipped with a stirring device
3. temperatureThen, the reaction solution was maintained to −10 to 0° C.
4. customthe resulting mixture was reacted at −10 to 0° C. for 3 hours and at room temperature for 2 hours
5. customAfter completion of the reaction
6. concentrationthe reaction mixture was concentrated under reduced pressure
7. washthe concentrate was washed in the order of n-hexane and toluene
8. customdried under reduced pressure at 40° C.

ORD record

ord-0ce93b153faf48c2a1d313fee03254da

Source dataset

uspto-grants-2007_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07227032B2