Reaktion #56454

Reaktionsgleichung

sodium carbonate

chloroacetic acid

hydrochloric acid

3,4-dichloroaniline

sodium acetate

→

acid

Ausbeute 62.0%

(3,4-Dichloroanilino)-acetic acid

Ausbeute 62.0%

Lösungsmittel

water

acetic acid

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux
2. 2
   Sonstigeis run in over the course of half an hour
3. 3
   Temperaturunder reflux for 3 hours
4. 4
   Sonstigethe acetic acid is evaporated in vacuo
5. 5
   Waschenthe solution is washed with water
6. 6
   Extraktionthe acid is extracted with dilute sodium bicarbonate
7. 7
   Sonstigereprecipitated with 3 N HCl
8. 8
   Filtrationfiltered off
9. 9
   Sonstigedried

Vorschrift

A solution of 32.4 g (0.2 mol) of 3,4-dichloroaniline and 28 g (0.2 mol) of sodium acetate in 200 ml of acetic acid and 40 ml of water is stirred under reflux. A solution of 28.5 g (0.3 mol) of chloroacetic acid and 15.9 g (0.15 mol) of sodium carbonate in 100 ml of water is run in over the course of half an hour. The mixture is kept under reflux for 3 hours, 30 ml of concentrated hydrochloric acid are added and the acetic acid is evaporated in vacuo. The residue is taken up in ether, the solution is washed with water and the acid is extracted with dilute sodium bicarbonate, reprecipitated with 3 N HCl, filtered off and dried. 27.2 g (62% yield) of acid, melting at 128°-130° C., are obtained.

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