반응 #10510

반응 방정식

2-(R)-methylpyrrolidine HCl

K2CO3

Ethyl acrylate

EtOH

ethyl acrylate

→

title compound

수율 100.8%

3-(2-(R)-Methyl-pyrrolidin-1-yl)-propionic acid ethyl ester

수율 100.8%

용매

CH3CN

반응 조건

후처리

1. 1
   workup.ADDITIONTo the stirred solution was added
2. 2
   workup.STIRRINGThe reaction mixture was stirred until analysis by GC
3. 3
   기타less than 1% (approximately 2 h)
4. 4
   여과The reaction mixture was filtered
5. 5
   세척the wet cake (excess K2CO3) was washed with CH3CN (5–10 mL)
6. 6
   농축The filtered solution was then concentrated under reduced pressure to minimum volume (white slurry)
7. 7
   workup.ADDITIONMethyl t-butyl ether (MTBE) and H2O were added, at which time all solids
8. 8
   workup.DISSOLUTIONdissolved
9. 9
   세척The organic layer was washed a second time with water
10. 10
    농축concentrated

실험 절차

In a round-bottom flask, 2-(R)-methylpyrrolidine HCl (5.5 g, 45 mmol) was dissolved in CH3CN (20 mL). To the stirred solution was added milled K2CO3 (8.3 g, 60 mmol). The suspension was stirred at room temperature for approximately 1 h. Ethyl acrylate (3.25 mL, 30 mmol) and EtOH (40 mL) were then added. The reaction mixture was stirred until analysis by GC showed completion (the Area % of ethyl acrylate was less than 1% (approximately 2 h)). The reaction mixture was filtered and the wet cake (excess K2CO3) was washed with CH3CN (5–10 mL). The filtered solution was then concentrated under reduced pressure to minimum volume (white slurry). Methyl t-butyl ether (MTBE) and H2O were added, at which time all solids dissolved. The organic layer was washed a second time with water and then concentrated to yield 5.6 g of the title compound. The oil product was used in the next step without further purification.

출처