Water → 2-(3,3,3-Trifluoropropyl)malononitrile

First, 27.6 g of malononitrile was dissolved in 50 ml of N,N-dimethylformamide, and 27.6. g of potassium carbonate was added at room temperature, followed by stirring for 1 hour. Then, a solution of 17.7 g of 1-bromo-3,3,3-trifluoropropane dissolved in 20 ml of N,N-dimethylformamide was added dropwise slowly, followed by stirring for 1 hour. Then, water was added to the reaction mixture, which was extracted with diethyl ether. The organic layer was successively washed with water, a saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 11.3 g of (3,3,3-trifluoropropyl)malononitrile (the intermediate (16)).

1. additionwas added dropwise slowly
2. stirringby stirring for 1 hour
3. extractionwas extracted with diethyl ether
4. washThe organic layer was successively washed with water
5. dry with materiala saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate
6. concentrationconcentrated under reduced pressure

ORD record

ord-10997b8f34b246a6a58a13921d622229

Source dataset

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07402691B2