Sodium Hydroxide → HCID 14801248, compound

870 mg (5.0 mmole) of methyl N-ethyl-N-n-propyloxamate was dissolved in 20 ml of methanol. The resulting mixture was stirred under ice-cooling over an ice bath. 594 mg (15 mmole) of sodium hydroxide was dissolved in 10 ml of water and the resulting solution was added dropwise to said mixture. After completion of the dropwise addition, the ice bath was removed and the reaction mixture was stirred for 1 hour at room temperature. After adding 10 ml of 1N aqueous solution of hydrochloric acid, the solvent was distilled off from the reaction solution under reduced pressure. The residue was added with 80 ml of ethanol and the insoluble solids as formed were filtered off. The organic solution after the filtration was concentrated to afford 305 mg (1.9 mmole) of N-ethyl-N-n-propyloxamic acid as a colorless oil.

1. temperaturecooling over an ice bath
2. additionthe resulting solution was added dropwise
3. additionAfter completion of the dropwise addition
4. customthe ice bath was removed
5. stirringthe reaction mixture was stirred for 1 hour at room temperature
6. additionAfter adding 10 ml of 1N aqueous solution of hydrochloric acid
7. distillationthe solvent was distilled off from the reaction solution under reduced pressure
8. additionThe residue was added with 80 ml of ethanol
9. customthe insoluble solids as formed
10. filtrationwere filtered off
11. filtrationThe organic solution after the filtration
12. concentrationwas concentrated

ORD record

ord-d65b7be3f5e445098f1471b8e6e6cc21

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05232947