反応 #531804

反応方程式

Acetic acid

4-pentynoic acid

N-hydroxy succinimide

DCC

→

10a

収率 100.5%

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

収率 100.5%

溶媒

THF

反応条件

後処理

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
   その他The resulting DCU was removed by filtration
5. 5
   その他The filtrate was then evaporated

実験手順

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).

出典