反应详情

CaCO3 (3.9 g) was added to a mixture of 1,3-benzodioxol-4-amine (4.11 g) in DCM (40 ml) and CH3OH (20 ml). This mixture was stirred at room temperature. N,N,N-trimethyl benzenemethanaminium dichloroiodate (11.5 g) was added portionwise at room temperature. The resulting reaction mixture was stirred for 15 minutes at room temperature. The mixture was diluted with water. The layers were separated. The aqueous phase was extracted with DCM. The combined organic layers were washed with water, dried, filtered and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/hexane 80/20). The pure fractions were collected and the solvent was evaporated. The residue was crystallized from DIPE. The precipitate was filtered off and dried, yielding 3.5 g (46.9%) of 7-iodo-1,3-benzodioxol-4-amine (intermediate 18).

1. customThe resulting reaction mixture
2. stirringwas stirred for 15 minutes at room temperature
3. customThe layers were separated
4. extractionThe aqueous phase was extracted with DCM
5. washThe combined organic layers were washed with water
6. customdried
7. filtrationfiltered
8. customthe solvent evaporated
9. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/hexane 80/20)
10. customThe pure fractions were collected
11. customthe solvent was evaporated
12. customThe residue was crystallized from DIPE
13. filtrationThe precipitate was filtered off
14. customdried