Nitric Acid → HCID 19003109, compound

Temperature

0 °C

Compound 22-4 (1 g) was dissolved in anhydrous acetic acid (100 ml), and cooled to 0° C. To the solution was slowly added dropwise nitric acid (380 μl) with stirring, followed by stirring at the same temperature for 1 hour and subsequently at room temperature for 18 hours. After confining the completion of the reaction, to the mixture was added an ice-water (200 ml), followed by slowly adding solid sodium hydroxide (20 g) thereto and stirring for 1 hour. The obtained mixture was extracted with ether (50 ml×3). The obtained organic layer was washed with aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried over sodium sulfate, and then filtered. The filtrate was concentrated under reduced pressure and purified by column-chromatography (ethyl acetate/hexane=1/3) to yield the compound 22-5 (1.05 g, 73.7%).

1. stirringby stirring at the same temperature for 1 hour and subsequently at room temperature for 18 hours
2. customthe completion of the reaction
3. stirringstirring for 1 hour
4. extractionThe obtained mixture was extracted with ether (50 ml×3)
5. washThe obtained organic layer was washed with aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was concentrated under reduced pressure
9. custompurified by column-chromatography (ethyl acetate/hexane=1/3)

ORD record

ord-73669fa6846e43bbba57ad3a7aca10b3

Source dataset

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08071650B2