Reaktion #529838

Reaktionsgleichung

NaHCO3

3,4-methylenedioxyphenylacetic acid

sulfuric acid

→

title compound

Ausbeute 86.0%

Methyl 3,4-methylenedioxyphenylacetate

Ausbeute 86.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 48 h
2. 2
   SonstigeThe methanol was removed in vacuo
3. 3
   ExtraktionThe residue was extracted with 1:1 hexane/EtOAc (2×100 mL)
4. 4
   WaschenThe combined organic phase was washed with water, saturated NaHCO3, and brine
5. 5
   Trocknendried over Na2SO4
6. 6
   SonstigeThe solvent was removed in vacuo

Vorschrift

To a solution of 3,4-methylenedioxyphenylacetic acid (4.2 g, 23 mmol) in methanol (50 mL) was added concentrated sulfuric acid (1.5 mL). The mixture was refluxed for 48 h, cooled to room temperature, and neutralized with saturated NaHCO3. The methanol was removed in vacuo. The residue was extracted with 1:1 hexane/EtOAc (2×100 mL). The combined organic phase was washed with water, saturated NaHCO3, and brine, and dried over Na2SO4. The solvent was removed in vacuo to yield the title compound as an oil (3.9 g, 86%). 1H NMR (CDCl3) 6.78-6.72 (m, 3H), 5.95 (s, 2H), 3.69 (s, 3H), 3.54 (s, 2H).

Quelle