Reaktion #533402

Reaktionsgleichung

iodine

4-methyl-3-nitro-benzoic acid

→

3-iodo-4-methyl-5-nitro-benzoic acid

Ausbeute 95.0%

Lösungsmittel

sulfuric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   workup.ADDITIONpoured over ice
3. 3
   SonstigeThe mixture was partitioned between ethyl acetate and aqueous sodium bisulfite
4. 4
   Sonstigethe organic layer was separated
5. 5
   Trocknendried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under reduced pressure

Vorschrift

To a mixture of iodine (19.6 g, 77.3 mmol) in fuming sulfuric acid (35 mL) was added 4-methyl-3-nitro-benzoic acid (10.0 g, 55.2 mmol). The mixture was stirred at 85° C. over night, then cooled to room temperature and poured over ice. The mixture was partitioned between ethyl acetate and aqueous sodium bisulfite, and the organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure to give 16.06 g (95%) of 3-iodo-4-methyl-5-nitro-benzoic acid.

Quelle