تفاعل #62782

معادلة التفاعل

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

المردود 42.4%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   أخرىevaporated
2. 2
   workup.ADDITIONTo the residue were added ethyl acetate (400 ml) and water (300 ml)
3. 3
   أخرىthe organic layer was separated
4. 4
   أخرىdried
5. 5
   أخرىevaporated
6. 6
   غسيلthe 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
   أخرىevaporated
10. 10
    أخرىThe residue was triturated with diisopropyl ether

الإجراء التجريبي

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).

المصدر