Reaktion #362108

ord-65362d73281c489fac77eb543a1e8af0

Reaktionsgleichung

O=C(O)Cc1ccc2c(c1)OCO2
(3,4-methylenedioxyphenyl)acetic acid
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CI
methyl iodide
COC(=O)Cc1ccc2c(c1)OCO2
methyl (3,4-methylenedioxyphenyl)acetate
Ausbeute 87.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    WaschenThe organic phase was washed with saturated NaHCO3, water, brine
  3. 3
    Trocknendried (MgSO4)
  4. 4
    Filtrationfiltered
  5. 5
    EinengenThe filtrate was concentrated in vacuo

Vorschrift

A mixture of (3,4-methylenedioxyphenyl)acetic acid (4.64 g, 25.74 mmol) in dry DMF (40 mL), cesium carbonate (9.2 g, 25.74 mmol) and methyl iodide (3.7 g, 26.0 mmol) in dry DMF (40 mL) was stirred at room temperature for 3h. At the end of this period, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic phase was washed with saturated NaHCO3, water, brine and then dried (MgSO4) and filtered. The filtrate was concentrated in vacuo to provide pure methyl (3,4-methylenedioxyphenyl)acetate as an oil (4.38 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05391566uspto-grants-1995_02