Reaktion #11511

Reaktionsgleichung

Methyl 4-aminobenzoate

iodine

→

Methyl 4-amino-3-iodobenzoate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered over Celite
2. 2
   Sonstigethe filtrate was evaporated to dryness under reduced pressure
3. 3
   SonstigeThe residue was chromatographed on silica gel (230–400 mesh)
4. 4
   Wascheneluted with 1% ethyl acetate in hexane
5. 5
   Sonstigeto give 35 g (63%)

Vorschrift

Methyl 4-aminobenzoate (30.23 g, 200 mmol) was added to a mixture of iodine (60.91 g, 240 mmol) and silver sulfate (81.07 g, 260 mmol) in 1 L of ethanol at room temperature. The mixture was stirred at room temperature for 18 hours, filtered over Celite and the filtrate was evaporated to dryness under reduced pressure. The residue was chromatographed on silica gel (230–400 mesh) and eluted with 1% ethyl acetate in hexane to give 35 g (63%).

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