反応 #88077

反応方程式

iodine

4-methyl-3-nitro-benzoic acid

→

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

収率 95.0%

溶媒

sulfuric acid

反応条件

後処理

1. 1
   温度cooled to room temperature
2. 2
   workup.ADDITIONpoured over ice
3. 3
   その他The mixture was partitioned between ethyl acetate and aqueous sodium bisulfite
4. 4
   その他the organic layer was separated
5. 5
   乾燥dried over MgSO4, filterd
6. 6
   濃縮concentrated under reduced pressure

実験手順

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, filterd and concentrated under reduced pressure to give 16.06 g (95%) of 3-iodo-4-methyl-5-nitro-benzoic acid.

出典