Reacción #499140

Ecuación de reacción

β-alanine

octyl chloroformate

hydrochloric acid

→

white product

Rendimiento 93.0%

N-octyloxycarbonyl-β-alanine

Rendimiento 93.0%

Disolventes

sodium hydroxide

sodium hydroxide

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe heterogeneous mixture was extracted with 300 ml of ethyl acetate
2. 2
   LavadoThe organic phase was washed with 3 times 80 ml of water
3. 3
   Otrodried
4. 4
   Otroevaporated to dryness
5. 5
   Filtraciónfiltered
6. 6
   Otrodried

Procedimiento

20 g (224.46 mmol) of β-alanine were dissolved in 225 ml of 1N sodium hydroxide solution. 44 ml of octyl chloroformate were then added dropwise, while keeping the pH of the reaction medium above 9 by simultaneous addition of one molar equivalent of 1N sodium hydroxide. After stirring for 6 hours at room temperature, the mixture was acidified with about 1.1 molar equivalents of 3N hydrochloric acid solution. The heterogeneous mixture was extracted with 300 ml of ethyl acetate. The organic phase was washed with 3 times 80 ml of water, dried and then evaporated to dryness. The solid residue was taken up in heptane and then filtered and dried. 51 g of a white product were obtained (yield of 93%).

Fuente