Reaktion #48269

Reaktionsgleichung

sodium hydroxide

4-benzyloxy-3-methoxy benzoic acid methyl ester

→

4-benzyloxy-3-methoxy benzoic acid

Ausbeute 94.8%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 4 hrs
2. 2
   SonstigeAfter removal of methanol under reduced pressure the residue
3. 3
   workup.DISSOLUTIONwas dissolved in water (150 ml)
4. 4
   Waschenwashed with ethyl acetate (2×50 ml)
5. 5
   FiltrationThe precipitated product was collected by filtration which
6. 6
   Sonstigeon drying under vacuum

Vorschrift

A solution of sodium hydroxide (2.0 g) in methanol (50 ml) was added to a solution of 4-benzyloxy-3-methoxy benzoic acid methyl ester (4.64 g) in methanol (50 ml) and refluxed for 4 hrs. After removal of methanol under reduced pressure the residue was dissolved in water (150 ml) and washed with ethyl acetate (2×50 ml). The aqueous layer was acidified with 2N hydrochloric acid to pH 2. The precipitated product was collected by filtration which on drying under vacuum provided 4.17 g of 4-benzyloxy-3-methoxy benzoic acid. (Yield=74%)

Quelle