Réaction #531804

Équation de réaction

Acetic acid

4-pentynoic acid

N-hydroxy succinimide

DCC

→

10a

Rendement 100.5%

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

Rendement 100.5%

Solvants

THF

Conditions de réaction

Traitement

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
   AutreThe resulting DCU was removed by filtration
5. 5
   AutreThe filtrate was then evaporated

Mode opératoire

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).

Source