反应详情

An iodine solution in ethanol was admixed with silver(I) sulphate and ethyl 4-amino-2-chlorobenzoate and then stirred at room temperature for 45 min. The reaction mixture was filtered through a frit and the filtrate was concentrated under reduced pressure. The residue was slurried in EtOAc and admixed with dilute sodium hydrogencarbonate solution. Once everything had gone into solution, the aqueous phase was removed and sodium thiosulphate was dissolved therein. The organic phase was washed again with the aqueous phase, and the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated under reduced pressure. Column chromatography purification on silica gel with cyclohexane/ethyl acetate as the eluent (gradient from 10% ethyl acetate to 33% ethyl acetate).

1. filtrationThe reaction mixture was filtered through a frit
2. concentrationthe filtrate was concentrated under reduced pressure
3. customthe aqueous phase was removed
4. dissolutionsodium thiosulphate was dissolved
5. washThe organic phase was washed again with the aqueous phase
6. extractionthe aqueous phase was extracted with ethyl acetate
7. dry with materialThe combined organic phases were dried over sodium sulphate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customColumn chromatography purification on silica gel with cyclohexane/ethyl acetate as the eluent (gradient from 10% ethyl acetate to 33% ethyl acetate)