反応 #94922

反応方程式

trimethylchlorosilane

sodium cephalothin

monosilyltrifluoroacetamide

2-thienylacetyl chloride

→

7-(di-2-thienylacetyl)amino-3-acetoxymethyl-3-cephem-4-carboxylic acid

溶媒

chloroform

—

alcohol

反応条件

後処理

1. 1
   workup.WAITto remain at this temperature for two days
2. 2
   その他evaporated in vacuo to a residue which
3. 3
   workup.DISSOLUTIONis dissolved in ethyl acetate (50 ml.)
4. 4
   洗浄washed three times with water
5. 5
   乾燥The ethyl acetate layer is dried over magnesium sulfate
6. 6
   ろ過filtered
7. 7
   その他the filtrate evaporated in vacuo
8. 8
   その他to obtained a residue
9. 9
   その他precipitated with hexane three times

実験手順

A suspension of sodium cephalothin (1.18 g.) in anhydrous alcohol-free chloroform (10 ml.) is silylated by the addition of trimethylchlorosilane (1.1 ml.). After stirring for 30 minutes, monosilyltrifluoroacetamide (2.5 ml.) and 2-thienylacetyl chloride (2.0 ml.) are added to the suspension which is then heated to 45° C. The mixture is allowed to remain at this temperature for two days and then evaporated in vacuo to a residue which is dissolved in ethyl acetate (50 ml.) and washed three times with water. The ethyl acetate layer is dried over magnesium sulfate, filtered and the filtrate evaporated in vacuo to obtained a residue. The residue is dissolved in chloroform and precipitated with hexane three times, each time discarding the supernatent liquid. The 7-(di-2-thienylacetyl)amino-3-acetoxymethyl-3-cephem-4-carboxylic acid is obtained in a solvent-free form by freeze-drying from a solution in benzene.

出典