Reaktion #63851

Reaktionsgleichung

hydrochloric acid

N-[(E,E)-4-ethyl-2,4-hexadienoyloxy]succinimide

L-threonine

triethylamine

→

N-[(E,E)-4-ethyl-2,4-hexadienoyl]-L-threonine

Ausbeute 52.9%

Lösungsmittel

tetrahydrofuran

dimethylformamide

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe resulting mixture was extracted with ethyl acetate
2. 2
   Waschenwashed with water
3. 3
   Trocknendried over magnesium sulfate
4. 4
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Vorschrift

To a solution of N-[(E,E)-4-ethyl-2,4-hexadienoyloxy]succinimide (1.19 g) in a mixture of tetrahydrofuran (50 ml) and dimethylformamide (30 ml) was added a solution of L-threonine (2.38 g) and triethylamine (2.78 ml) in water (50 ml). The mixture was stirred at ambient temperature for 6 hours and then acidified with 1N hydrochloric acid. The resulting mixture was extracted with ethyl acetate, washed with water and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to give N-[(E,E)-4-ethyl-2,4-hexadienoyl]-L-threonine (640 mg).

Quelle