Reaction #4969

Reaction equation

4-butoxyphenylacetylene

3,4,5-trifluorobromobenzene

triethylamine

→

3,4,5-trifluoro-4'-butoxytolan

Solvents

methyl tert.-butyl ether

Conditions

Workup

1. 1
   Filtrationfiltered with suction
2. 2
   Otherthe solution is evaporated
3. 3
   OtherPurification
4. 4
   Otherby chromatography and/or crystallization

Procedure

0.4 mmol of bis(triphenylphosphine)palladium(II) chloride and 0.2 mmol of CuI are added at room temperature to a mixture of 0.02 m of 4-butoxyphenylacetylene, 0.02 m of 3,4,5-trifluorobromobenzene and 50 ml of triethylamine. The reaction mixture is stirred at room temperature for 2 hours, diluted with methyl tert.-butyl ether and filtered with suction, and the solution is evaporated. Purification by chromatography and/or crystallization gives 3,4,5-trifluoro-4'-butoxytolan.

Source