Acetic Anhydride → 3-Methyl-2,6-piperidinedione

온도

60 °C

Acetic anhydride was added to commercially available 2-methylglutaric acid (1 g, 6.8 mmol) at room temperature, and the mixture was stirred at 60° C. for 8 hours under reflux. After completion of the reaction was confirmed by TLC, the remaining acetic anhydride was removed under reduced pressure. The concentrated compound was dissolved in tetrahydrofuran and an ammonia aqueous solution (1.7 mL, 14.6 mmol) was slowly added thereto at 0° C., followed by stirring for 8 hours at room temperature. After the reaction was complete, the remaining ammonia aqueous solution was removed under reduced pressure and an acetic anhydride was added, followed by reflux at 60° C. for 8 hours. The residual acetic anhydride was removed under reduced pressure. The concentrate was purified by column chromatography (ethyl acetate:hexane=1:1) to afford 682 mg (yield: 78%) of the title compound.

1. temperatureunder reflux
2. customthe remaining acetic anhydride was removed under reduced pressure
3. dissolutionThe concentrated compound was dissolved in tetrahydrofuran
4. customat 0° C.
5. stirringby stirring for 8 hours at room temperature
6. customthe remaining ammonia aqueous solution was removed under reduced pressure
7. additionan acetic anhydride was added
8. temperatureby reflux at 60° C. for 8 hours
9. customThe residual acetic anhydride was removed under reduced pressure
10. customThe concentrate was purified by column chromatography (ethyl acetate:hexane=1:1)

ORD 기록

ord-31d97895ca8748928ba7fa5a1b3cf919

출처 데이터셋

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08470836B2