反应详情

温度

80 °C

To a stirred solution of itaconic acid (35 g, 269 mmol) in NMP at 70° C. was added (R)-1-(4-methoxyphenyl)ethanamine (37 g, 245 mmol) via syringe. The mixture was heated at 80° C. for 1 hour and warmed to 120° C. for an additional 4 hours. The reaction was cooled to rt and poured into 550 mL of water with vigorous stirring. The mixture was aged for 1 hour over which time a slurry was formed. The solids were collected via filtration and washed with water. The solids were dried and transferred to a flask and recrystallized from iPrOH. Upon cooling and stirring, a thick slurry was obtained which was filtered to afford solids enriched in the major diastereomer. This material was again recrystallized from iPrOH to obtain (R)-1-((R)-1-(4-methoxyphenyl)ethyl)-5-oxopyrrolidine-3-carboxylic acid 1.01.

1. temperaturewarmed to 120° C. for an additional 4 hours
2. temperatureThe reaction was cooled to rt
3. customa slurry was formed
4. filtrationThe solids were collected via filtration
5. washwashed with water
6. customThe solids were dried
7. customtransferred to a flask
8. customrecrystallized from iPrOH
9. temperatureUpon cooling
10. customa thick slurry was obtained which
11. filtrationwas filtered
12. customto afford solids
13. customThis material was again recrystallized from iPrOH