Reaction #54835

Reaction equation

trifluoromethyl iodide

ethyl 3-bromo-5-chloro-4-cyclohexylphenylglyoxylate

→

ethyl 3-chloro-5-trifluoromethyl-4-cyclohexylphenylglyoxylate

Solvents

dimethylformamide

Conditions

Workup

1. 1
   Temperaturecooled
2. 2
   Filtrationfiltered
3. 3
   Otherevaporated in vacuo
4. 4
   workup.ADDITIONof water is added to the residue
5. 5
   Extractionextracted with ether
6. 6
   ExtractionThe ether extract
7. 7
   Otheris dried
8. 8
   Otherevaporated to dryness
9. 9
   workup.DISTILLATIONdistilled

Procedure

To a solution of 0.01 moles of ethyl 3-bromo-5-chloro-4-cyclohexylphenylglyoxylate in 50 ml. of dimethylformamide is added 0.15 moles of trifluoromethyl iodide and 0.02 g. of copper powder. The reaction is shaken in a sealed tube for 5 hours at 140° C., cooled, filtered and evaporated in vacuo. 200 ml. of water is added to the residue and extracted with ether. The ether extract is dried, evaporated to dryness and distilled to obtain ethyl 3-chloro-5-trifluoromethyl-4-cyclohexylphenylglyoxylate.

Source