반응 #62782

반응 방정식

benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide

sodium iodide

→

benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-iodomethyl-3-cephem-4-carboxylate-1-oxide

수율 42.4%

용매

acetone

반응 조건

후처리

1. 1
   기타evaporated
2. 2
   workup.ADDITIONTo the residue were added ethyl acetate (400 ml) and water (300 ml)
3. 3
   기타the organic layer was separated
4. 4
   기타dried
5. 5
   기타evaporated
6. 6
   세척the elution
7. 7
   workup.ADDITIONwas carried out with a mixture of chloroform and ethyl acetate (15:1)
8. 8
   workup.ADDITIONThe fractions containing the object compound
9. 9
   기타evaporated
10. 10
    기타The residue was triturated with diisopropyl ether

실험 절차

A mixture of benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (29 g), sodium iodide (14.6 g) and acetone (300 ml) was stirred for 2.0 hours at 0°-5° C. and evaporated. To the residue were added ethyl acetate (400 ml) and water (300 ml), and the organic layer was separated, dried and evaporated. The residue was subjected to column chromatography on silica gel (600 g) and the elution was carried out with a mixture of chloroform and ethyl acetate (15:1). The fractions containing the object compound were combined and evaporated. The residue was triturated with diisopropyl ether to give benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-iodomethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (13.57 g).

출처