Acetone → Cefdinir

温度

70 °C

A mixture of potassium 7β-[2-(2-amino-4-thiazolyl)-2-(Z-trityloxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylate (25 gm) and activated carbon (2.5 gm) was added to an aqueous acetone solution (1:1, 70 ml) containing p-toluenesulphonic acid (17.7 gm) at 50° C. The reaction mixture was heated to 70° C. in 20 minutes and maintained at this temperature for 35 minutes. After completion of the reaction, chilled ethylacetate (200 ml) having temperature −15° C. was added to the reaction mixture to reduce the temperature to 30–35° C. The carbon was filtered and the carbon bed was washed with water (50 ml). The filtrate was diluted with water (200 ml), warmed to 35° C. and pH of the solution was adjusted to 6.0–6.5 using aqueous ammonia solution (20%). The aqueous layer was separated and treated with carbon (2.0 gm) at 35° C. for 35 min. The carbon was filtered and the carbon bed was washed with water (50 ml). Acetone (25 ml) was added to the filtrate and 10% (w/v) solution of sulphuric acid was added dropwise to bring down the pH from 4.5 to 2.8 at 33–35° C., stirred for 30 minutes and adjusted the pH again to 2.6. The resulting slurry was stirred for 15–20 minutes at 33–35° C., cooled to 20–25° C., and stirred for 30 minutes. The product thus obtained was filtered, washed with water (50 ml) and dried at 35° C. under vacuum for 3–4 hours to get the title compound (9.0 gm, HPLC purity>99%).

1. temperaturemaintained at this temperature for 35 minutes
2. customAfter completion of the reaction
3. customtemperature −15° C.
4. additionwas added to the reaction mixture
5. customto 30–35° C
6. filtrationThe carbon was filtered
7. washthe carbon bed was washed with water (50 ml)
8. additionThe filtrate was diluted with water (200 ml)
9. temperaturewarmed to 35° C.
10. customThe aqueous layer was separated
11. additiontreated with carbon (2.0 gm) at 35° C. for 35 min
12. filtrationThe carbon was filtered
13. washthe carbon bed was washed with water (50 ml)
14. additionAcetone (25 ml) was added to the filtrate and 10% (w/v) solution of sulphuric acid
15. additionwas added dropwise
16. customat 33–35° C.
17. stirringThe resulting slurry was stirred for 15–20 minutes at 33–35° C.
18. temperaturecooled to 20–25° C.
19. stirringstirred for 30 minutes
20. customThe product thus obtained
21. filtrationwas filtered
22. washwashed with water (50 ml)
23. customdried at 35° C. under vacuum for 3–4 hours

ORDレコード

ord-3f65497edf8e433590007c24a01a521e

出典データセット

uspto-grants-2007_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07244842B2