Reaktion #531804

Reaktionsgleichung

Acetic acid

4-pentynoic acid

N-hydroxy succinimide

DCC

→

10a

Ausbeute 100.5%

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

Ausbeute 100.5%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle