Reaction #1442517

Reaction equation

glyoxylic acid

(4-chlorophenyl)acetonitrile

potassium carbonate

→

Potassium 3-(4-chlorophenyl)-3-cyanoacrylate

Solvents

methanol

Conditions

Workup

1. 1
   Filtrationfiltered
2. 2
   Washthe residue was washed with methylene chloride
3. 3
   Otherdried under reduced pressure
4. 4
   workup.STIRRINGAt room temperature, the crude product was stirred with 3 l of water for 1.5 h
5. 5
   Filtrationthe residue was filtered off
6. 6
   Washwashed with water
7. 7
   Otherdried

Procedure

133 g (0.9 mol) of 50% strength aqueous glyoxylic acid was added dropwise with stirring to 91.2 g (0.6 mol) of (4-chlorophenyl)acetonitrile and 210 g (1.5 mol) of potassium carbonate in 1.2 l of methanol such that the reaction temperature increased to 35° C. The mixture was stirred at room temperature for 6 h and then filtered, and the residue was washed with methylene chloride and dried under reduced pressure. At room temperature, the crude product was stirred with 3 l of water for 1.5 h, and the residue was filtered off, washed with water and dried. Yield: 138 g of a solid of m.p. 241-242° C.

Source