Reaction #1223

Reaction equation

potassium carbonate

trichloroacetyl chloride

pyrrole

→

2-trichloroacetylpyrrole

Solvents

water

ethyl ether

ethyl ether

Conditions

Workup

1. 1
   OtherThe organic phase was decanted off
2. 2
   Dryingdried over magnesium sulfate
3. 3
   Otherevaporated
4. 4
   Otherthe residue triturated in hexane
5. 5
   Filtrationfiltered
6. 6
   Other42.7 g (87%) of the expected compound of melting point 78°-79° C. were recovered

Procedure

45 g (247 mmol) of trichloroacetyl chloride and 100 ml of ethyl ether were introduced into a three-necked flask. A solution of 15.4 g (230 mmol) of pyrrole in 100 ml of ethyl ether was added dropwise and the mixture was stirred at room temperature for one hour, then a solution of 20 g of potassium carbonate in 60 ml of water was added slowly. The organic phase was decanted off, dried over magnesium sulfate, evaporated, the residue triturated in hexane and filtered. 42.7 g (87%) of the expected compound of melting point 78°-79° C. were recovered.

Source