Reaction #1530737

Reaction equation

2-(3,3,3-trifluoropropyl)malononitrile

dibromomethane

potassium carbonate

dimethyl sulfoxide

→

2-bromomethyl-2-(3,3,3-trifluoropropyl)malononitrile

Yield 67.5%

Solvents

water

Conditions

Workup

1. 1
   Extractionextracted with diethyl ether
2. 2
   WashThe organic layer was washed successively with water and aqueous saturated sodium chloride
3. 3
   Dryingdried over anhydrous sodium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

3.2 g of 2-(3,3,3-trifluoropropyl)malononitrile, 7.0 g of dibromomethane and 5.5 g of potassium carbonate were added to 40 ml of dimethyl sulfoxide, and the mixture was stirred at room temperature for 18 hours. Thereafter, the reaction mixture was poured to water and then extracted with diethyl ether. The organic layer was washed successively with water and aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 3.4 g of 2-bromomethyl-2-(3,3,3-trifluoropropyl)malononitrile (hereinafter, referred to as the present compound (52)).

Source