Reaktion #46974

Reaktionsgleichung

17

5-Bromo-1-(4-methoxy-benzenesulfonyl)-7-nitro-2,3-dihydro-1H-indole

ammonium chloride

water

→

compound 18

Ausbeute 89.0%

5-Bromo-1-(4-methoxy-benzenesulfonyl)-2,3-dihydro-1H-indol-7-yl amine

Ausbeute 89.0%

Lösungsmittel

isopropanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Filtrationthe reaction mixture was filtrated
3. 3
   Extraktionextracted with CH2Cl2
4. 4
   TrocknenThe combined organic layer was dried by MgSO4
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto give a residue that
7. 7
   Sonstigewas purified by silica gel flash column chromatography (EtOAc:n-hexane=2:3)

Vorschrift

A mixture of 17 (9 g, 0.021 mol), iron (3.65 g, 0.065 mol), and ammonium chloride (2.33 g, 0.043 mol) in isopropanol (200 ml)-water (50 ml) was stirred at 100° C. for 4 h. After cooling, the reaction mixture was filtrated and extracted with CH2Cl2. The combined organic layer was dried by MgSO4 and evaporated to give a residue that was purified by silica gel flash column chromatography (EtOAc:n-hexane=2:3) to afford compound 18, yield 89%.

Quelle