Citric Acid → HCID 10609230, Verbindung

The compound obtained in (5) above (1 gm) was dissolved into 20 ml of ethanol. To the solution was added 166 mg of sodium borohydride while stirring at room temperature. After stirring for 20 minutes, chloroform and 10% citric acid were added to the reaction mixture. The chloroform layer was extracted and concentrated. To the concentrate were added 20 ml of toluene and a small amount of p-TsOH, followed by heating under reflux for 1 hour. Upon addition of 100 ml of ethyl acetate, the reaction product was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was dissolved into a mixed solvent of 20 ml of ethanol, 20 ml of dioxane, and 0.2 ml of acetic acid. The mixture was catalytically hydrogenated with the addition of 200 mg of platinum oxide. The catalyst was removed, the filtrate was concentrated, and ether was added to the concentrate. 0.8 gm of the title compound was obtained by collecting the precipitate by filtration.

1. stirringAfter stirring for 20 minutes
2. extractionThe chloroform layer was extracted
3. concentrationconcentrated
4. additionTo the concentrate were added 20 ml of toluene
5. temperatureby heating
6. temperatureunder reflux for 1 hour
7. additionUpon addition of 100 ml of ethyl acetate
8. washthe reaction product was washed with saturated brine
9. dry with materialdried over anhydrous sodium sulfate
10. customThe solvent was evaporated
11. dissolutionthe residue was dissolved into a mixed solvent of 20 ml of ethanol, 20 ml of dioxane, and 0.2 ml of acetic acid
12. additionThe mixture was catalytically hydrogenated with the addition of 200 mg of platinum oxide
13. customThe catalyst was removed
14. concentrationthe filtrate was concentrated
15. additionether was added to the concentrate

ORD-Eintrag

ord-d37305146b12459890cc76892ec0e47e

Quelldatensatz

uspto-grants-1997_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05637770