반응 #88079

반응 방정식

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

→

3-amino-5-iodo-4-methyl-benzoic acid methyl ester

수율 67.3%

용매

THF

methanol

반응 조건

후처리

1. 1
   온도cooled to room temperature
2. 2
   기타partitioned between ethyl acetate and saturated aqueous sodium bicarbonate
3. 3
   기타The organic layer was separated
4. 4
   건조dried over MgSO4
5. 5
   여과filtered
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue was purified by column chromatography

실험 절차

To a solution of 3-iodo-4-methyl-5-nitro-benzoic acid methyl ester (2.0 g, 6.23 mmol) in a mixture of THF (40 mL) and methanol (1 mL) was added SnCl2 dihydrate (4.22 g, 18.69 mmol). The reaction mixture was stirred at 60° C. for six hours, then cooled to room temperature and partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography to afford 1.22 g (67%) of 3-amino-5-iodo-4-methyl-benzoic acid methyl ester.

출처