Reaction #1224

Reaction equation

4-iodo-2-trichloroacetylpyrrole

methanol

sodium methoxide

→

methyl 4-iodo-2-pyrrolecarboxylate

Solvents

water

ethyl ether

Conditions

Workup

1. 1
   Otherthe reaction medium evaporated to dryness
2. 2
   Otherthe residue obtained
3. 3
   OtherThe organic phase was decanted off
4. 4
   Dryingdried over magnesium sulfate
5. 5
   Otherevaporated
6. 6
   OtherThe residue obtained
7. 7
   Otherwas triturated in heptane
8. 8
   Filtrationfiltered
9. 9
   Other4.9 g (81%) of the expected ester of melting point 77°-78° C. were recovered

Procedure

8.2 g (24 mmol) of 4-iodo-2-trichloroacetylpyrrole and 100 ml of methanol were introduced into a round-bottomed flask and 2 g (36 mmol) of sodium methoxide were added. The mixture was stirred at room temperature for four hours, the reaction medium evaporated to dryness, and the residue obtained taken up in water and ethyl ether. The organic phase was decanted off, dried over magnesium sulfate and evaporated. The residue obtained was triturated in heptane and filtered; 4.9 g (81%) of the expected ester of melting point 77°-78° C. were recovered.

Source