Réaction #433989

Équation de réaction

ester

(5-fluoro-2-methyl-1H-indol-3-yl)acetic acid ethyl ester

KOH

→

(5-Fluoro-2-methyl-1H-indol-3-yl)acetic acid

Solvants

methanol

water

methanol

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was heated
2. 2
   Températureat reflux for 30 min
3. 3
   workup.DISTILLATIONwas distilled off
4. 4
   Autrea rotary evaporator
5. 5
   AutreThe white solid that precipitated
6. 6
   Filtrationwas filtered off with suction
7. 7
   Lavagewashed with methanol

Mode opératoire

This ester (4.5 g, 0.019 mol.) was added to a solution of KOH (2.13 g, 38 mmol.) in methanol (100 ml), and the mixture was heated at reflux for 30 min. For working up, the mixture was diluted with water (100 ml) and methanol was distilled off using a rotary evaporator. The aqueous phase was adjusted to pH 4 with 2M HCl and stored for 2 h at 4° C. The white solid that precipitated was filtered off with suction and washed with methanol. (5-Fluoro-2-methyl-1H-indol-3-yl)acetic acid was obtained in a yield of 3.25 g (m.p. 136–138° C.).

Source