反应详情

A solution of 0.955 g of 7β-phenylacetyl-amino-ceph-3-em-4-carboxylic acid in 60 ml of absolute methylene chloride is treated with 0.720 g of trimethylchlorosilane and 0.474 g of absolute pyridine. The mixture is stirred for 60 minutes at room temperature and cooled to -20° C., and a solution of 3.20 g of absolute pyridine in 30 ml of absolute methylene chloride and 23.4 ml of an 8% strength solution of phosphorus pentachloride in absolute methylene chloride are then added successively. The whole is stirred for 60 minutes at -10° C. to -12° C. and again cooled to about -20° C., and 15 ml of absolute methanol are then run in. The mixture is stirred for 25 minutes at -10° C. and then for 35 minutes at room temperature, 15 ml of water are added, the pH-value of the reaction mixture is raised from 1.8 to 2.2 by dropwise addition of triethylamine and the mixture is stirred for 20 minutes at room temperature. The pH-value is raised to 3.8 by renewed addition of triethylamine and the two-phase mixture is stirred for 90 minutes whilst cooling in an ice bath and is then filtered. The filter residue is washed with methanol, methylene chloride and diethyl ether and is dried in a vacuum desiccator. 7β-Amino-ceph-3-em-4-carboxylic acid is thus obtained in the amorphous form; the product is used further without purification.

1. temperaturecooled to -20° C.
2. stirringThe whole is stirred for 60 minutes at -10° C. to -12° C.
3. temperatureagain cooled to about -20° C.
4. stirringThe mixture is stirred for 25 minutes at -10° C.
5. waitfor 35 minutes at room temperature
6. stirringthe mixture is stirred for 20 minutes at room temperature
7. temperatureThe pH-value is raised to 3.8
8. stirringthe two-phase mixture is stirred for 90 minutes
9. temperaturewhilst cooling in an ice bath
10. filtrationis then filtered
11. washThe filter residue is washed with methanol, methylene chloride and diethyl ether
12. customis dried in a vacuum desiccator