Reaktion #91195

ord-e57f421cbc384f80987ce0893f91647d

Reaktionsgleichung

COc1ccc(C=O)c(F)c1
2-Fluoro-4-methoxy-benzaldehyde
CCOC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
carbethoxy methylene triphenylphosphorane
CCOC(=O)/C=C/c1ccc(OC)cc1F
title compound
Ausbeute 83.0%
CCOC(=O)/C=C/c1ccc(OC)cc1F
(E)-3-(2-fluoro-4-methoxy-phenyl)-acrylic acid ethyl ester
Ausbeute 83.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter the termination of the reaction
  2. 2
    Temperaturthe reactant was cooled
  3. 3
    Einengenconcentrated under reduced pressure
  4. 4
    Sonstigepurified by column chromatography (eluent, EtOAc/Hex=1/10)

Vorschrift

2-Fluoro-4-methoxy-benzaldehyde (1.24 g, 3.56 mmol) and carbethoxy methylene triphenylphosphorane (2.0 g, 5.78 mmol) were dissolved in THF (10 mL), and the mixture was stirred at 65˜75° C. for 1 hour. After the termination of the reaction, the reactant was cooled, concentrated under reduced pressure, and purified by column chromatography (eluent, EtOAc/Hex=1/10) to obtain the title compound (0.6 g, 83%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447044B2uspto-grants-2016_09