Reaktion #1850123

Reaktionsgleichung

7-benzyloxyindole-2-carboxylic acid ethyl ester

sodium hydroxide

hydrochloric acid

→

7-benzyloxyindole-2-carboxylic acid

Lösungsmittel

tetrahydrofuran

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted twice with ethyl acetate
2. 2
   SonstigeThe combined organic phases are dried
3. 3
   workup.ADDITIONtreated with active carbon
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue is recrystallized from toluene

Vorschrift

A solution of 7-benzyloxyindole-2-carboxylic acid ethyl ester in 600 ml of tetrahydrofuran and 200 ml of methanol is combined with 500 ml of 2N sodium hydroxide solution and stirred for 3 hours at room temperature. The reaction mixture is then acidified under ice cooling with 10% hydrochloric acid and extracted twice with ethyl acetate. The combined organic phases are dried, treated with active carbon, and concentrated. The residue is recrystallized from toluene, thus producing 35 g of 7-benzyloxyindole-2-carboxylic acid, mp 166°-168° C.

Quelle