Reaktion #319884

Reaktionsgleichung

cinnamoyl chloride

hydrochloric acid

potassium carbonate

4-amino-3-methylbenzoic acid

→

4-cinnamoylamino-3-methylbenzoic acid

Ausbeute 51.9%

Lösungsmittel

acetone

acetone

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONThereto was dropwise added, with ice-
2. 2
   Temperaturcooling
3. 3
   Sonstigeto give rise
4. 4
   Sonstigeto a reaction
5. 5
   FiltrationThe resulting precipitate was collected by filtration
6. 6
   Waschenwashed with water
7. 7
   Sonstigerecrystallized from methanol

Vorschrift

8.2 g of potassium carbonate was added to a suspension of 3.0 g of 4-amino-3-methylbenzoic acid in 60 ml of acetone and 60 ml of water. Thereto was dropwise added, with ice-cooling, a solution of 4.0 g of cinnamoyl chloride in 30 ml of acetone. The mixture was stirred at the same temperature for 30 minutes to give rise to a reaction. The reaction mixture was poured into ice water, and the mixture was made acidic with concentrated hydrochloric acid. The resulting precipitate was collected by filtration, washed with water, and recrystallized from methanol to obtain 2.9 g of 4-cinnamoylamino-3-methylbenzoic acid as a white powder.

Quelle