反応 #10510

反応方程式

2-(R)-methylpyrrolidine HCl

K2CO3

Ethyl acrylate

EtOH

ethyl acrylate

→

title compound

収率 100.8%

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

収率 100.8%

溶媒

CH3CN

反応条件

後処理

1. 1
   workup.ADDITIONTo the stirred solution was added
2. 2
   workup.STIRRINGThe reaction mixture was stirred until analysis by GC
3. 3
   その他less than 1% (approximately 2 h)
4. 4
   ろ過The reaction mixture was filtered
5. 5
   洗浄the wet cake (excess K2CO3) was washed with CH3CN (5–10 mL)
6. 6
   濃縮The 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
   洗浄The organic layer was washed a second time with water
10. 10
    濃縮concentrated

実験手順

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.

出典