反应详情

To a cooled (5°) stirred solution of 68 mg. of benzhydryl 7-(2-thienylacetamido)-3-(phenylthio)carbonylamino-3-cephem-4-carboxylate in 1 ml. of anisole was added 1 ml. of cold trifluoroacetic acid. The reaction mixture was allowed to stir with cooling for 20 minutes after which time was added approximately 30 ml. of n-heptane. The resulting solution was evaporated in vacuo to a low volume. An additional 5 ml. of n-heptane was added, and the resulting solution was stirred in an ice bath for 5 minutes. The solution was filtered, and the precipitate thereby obtained was dissolved in acetone. The acetone solution was then filtered, and the filtrate evaporated in vacuo to dryness. The solution obtained by dissolving the residue in ethyl acetate was extracted twice with aqueous sodium bicarbonate solution. The aqueous extracts were combined, layered with cold ethyl acetate and acidified with cold 1N.HCl. The ethyl acetate layer was separated, washed with brine, dried over anhydrous sodium sulfate, and evaporated in vacuo to dryness to provide 33 mg. of the title product as a white solid.

1. temperatureTo a cooled (5°)
2. stirringto stir
3. temperaturewith cooling for 20 minutes after which time
4. additionwas added approximately 30 ml
5. customThe resulting solution was evaporated in vacuo to a low volume
6. additionof n-heptane was added
7. stirringthe resulting solution was stirred in an ice bath for 5 minutes
8. filtrationThe solution was filtered
9. customthe precipitate thereby obtained
10. filtrationThe acetone solution was then filtered
11. customthe filtrate evaporated in vacuo to dryness
12. customThe solution obtained
13. extractionwas extracted twice with aqueous sodium bicarbonate solution
14. customThe ethyl acetate layer was separated
15. washwashed with brine
16. dry with materialdried over anhydrous sodium sulfate
17. customevaporated in vacuo to dryness
18. customto provide 33 mg