Reaktion #59516

Reaktionsgleichung

hydrochloric acid

potassium carbonate

p-anisaldehyde

phenylacetic acid

→

3-(4-Methoxyphenyl)-2-phenylacrylic Acid

Lösungsmittel

water

acetic anhydride

Triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction mixture
2. 2
   SonstigeReaction mixture
3. 3
   Temperaturwas cooled
4. 4
   workup.ADDITIONAfter addition reaction mixture
5. 5
   Temperaturwas heated at 60° C. for an hour
6. 6
   FiltrationPrecipitate was filtered
7. 7
   Waschenwashed with water

Vorschrift

Triethylamine was added to solution of p-anisaldehyde (10 g) and phenylacetic acid (10 g) in acetic anhydride (25 ml). Reaction mixture was stirred at 90° C. for 8 h. Reaction mixture was cooled and water (600 ml) solution of potassium carbonate (81 g) was added. After addition reaction mixture was heated at 60° C. for an hour. Before neutralising with concentrated hydrochloric acid the reaction mixture was cooled below 10° C. Precipitate was filtered and washed with water. 1H-NMR (400 MHz, d6-DMSO): 12.6 (bs, 1H), 7.67 (s, 1H), 7.4-7.3 (m, 3H), 7.2-7.1 (m, 2H), 7.0-6.9 (m, 2H), 6.8-6.7 (m, 2H), 3.70 (s, 3H). (M)+=254 (100%).

Quelle