反応 #62782

反応方程式

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

収率 42.4%

溶媒

acetone

反応条件

後処理

1. 1
   その他evaporated
2. 2
   workup.ADDITIONTo the residue were added ethyl acetate (400 ml) and water (300 ml)
3. 3
   その他the organic layer was separated
4. 4
   その他dried
5. 5
   その他evaporated
6. 6
   洗浄the 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
   その他evaporated
10. 10
    その他The residue was triturated with diisopropyl ether

実験手順

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).

出典