Reacción #531804

Ecuación de reacción

Acetic acid

4-pentynoic acid

N-hydroxy succinimide

DCC

→

10a

Rendimiento 100.5%

Pent-4-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Rendimiento 100.5%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthen left
2. 2
   workup.STIRRINGto stir at room temperature overnight
3. 3
   workup.WAIT(A white precipitate was observed after 15 min
4. 4
   OtroThe resulting DCU was removed by filtration
5. 5
   OtroThe filtrate was then evaporated

Procedimiento

4-pentynoic acid (5.0 g, 51 mmol) and N-hydroxy succinimide (5.87 g, 51 mmol) were added to a solution of DCC (12.6 g, 61.2 mmol) in THF (125 ml) at −10° C. The mixture was then stirred for 1 h at −10° C. then left to stir at room temperature overnight. (A white precipitate was observed after 15 min). Acetic acid (0.63 ml) was then added. The resulting DCU was removed by filtration. The filtrate was then evaporated to give 10a (10 g, 100% crude yield).

Fuente