Reaction #1442518

Reaction equation

sulfuric acid

potassium 3-(4-chlorophenyl)-3-cyanoacrylate

→

3-(4-Chlorophenyl)furan-2,5-dione

Solvents

formic acid

Conditions

Workup

1. 1
   workup.ADDITIONDuring the addition
2. 2
   TemperatureThe mixture was refluxed for 3 h
3. 3
   Temperatureafter cooling
4. 4
   workup.STIRRINGstirred for 1 h
5. 5
   Filtrationthe product was filtered off
6. 6
   Washwashed with water
7. 7
   Otherdried under reduced pressure

Procedure

With stirring, 80 ml of concentrated sulfuric acid were added dropwise to 138 g (0.57 mol) potassium 3-(4-chlorophenyl)-3-cyanoacrylate in 1.2 l of 88% strength formic acid. During the addition, the temperature increased to 50° C. The mixture was refluxed for 3 h and, after cooling, put into 10 l of ice-water and then stirred for 1 h, and the product was filtered off, washed with water and dried under reduced pressure. Yield: 86.0 g of m.p. 144-145° C.

Source