Reaktion #4800

Reaktionsgleichung

HCl

glycine

p-Fluorobenzoyl chloride

→

solid

Ausbeute 78.1%

p-fluorohippuric Acid

Ausbeute 78.1%

Lösungsmittel

sodium hydroxide

sodium hydroxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis then added dropwise to the mixture
2. 2
   Temperaturwhile maintaining
3. 3
   workup.ADDITIONthe temperature of the mixture of about 10° C. to 15° C
4. 4
   workup.STIRRINGThe mixture is stirred at 10° C. to 15° C. for two hours
5. 5
   FiltrationThe resulting product is filtered off
6. 6
   Waschenwashed with water (2×100 mL) and air
7. 7
   Sonstigedried

Vorschrift

A solution of glycine (15 g, 0.2 mol) in 175 mL of 5% aqueous sodium hydroxide is cooled to 10° C. to 15° C. p-Fluorobenzoyl chloride (31.6 g, 0.2 mol) is then added dropwise to the mixture and stirred vigorously for 0.5 hour while maintaining the temperature of the mixture of about 10° C. to 15° C. The pH of the reaction mixture is maintained at pH>9 by the dropwise addition of 50% aqueous sodium hydroxide. The mixture is stirred at 10° C. to 15° C. for two hours and the resulting clear solution then acidified to pH-1 with concentrated HCl. The resulting product is filtered off, washed with water (2×100 mL) and air dried to give a white solid (30.8 g, 78.1%); mp=161°-163° C.

Quelle