Reaktion #3767

Reaktionsgleichung

diethyl chlorophosphate

N-hydroxysuccinimide

4-toluic acid

triethylamine

→

4-toluic acid succinimidyl ester

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture warming to about 35° C
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature for 3 hours until the reaction

Vorschrift

Analogous example 3 2,76 g (0.024 mol) of N-hydroxysuccinimide and 5.06 g (0,050 mol) of triethylamine were initially introduced into 5 ml of ethyl acetate and stirred at room temperature. 2.72 g (0.020 mol) of solid 4-toluic acid were added to this suspension in the course of 5 min. and then a solution of 3.47 g (0,020 mol) of diethyl chlorophosphate was added dropwise in the course of 20 min., the reaction mixture warming to about 35° C. The mixture was stirred at room temperature for 3 hours until the reaction was complete. The further proceeding was performed analogous example 3. 2.8 g of crude 4-toluic acid succinimidyl ester were isolated.

Quelle