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-eebf6520ade1472ebe02c1085e337f51

Source dataset

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07011838B2