反応 #42462

反応方程式

methyl 4-hydroxy-3-iodo-5-nitrobenzoate

tin (II) chloride

→

title compound

収率 92.2%

Methyl 3-amino-4-hydroxy-5-iodobenzoate

収率 92.2%

溶媒

ethanol

反応条件

後処理

1. 1
   温度at reflux
2. 2
   その他quenched by saturated potassium carbonate (100 mL)
3. 3
   ろ過The mixture was filtered through diatomaceous earth
4. 4
   抽出the filtrate was extracted with ethyl acetate (4×100 mL)
5. 5
   乾燥The combined organic extracts were dried (sodium sulfate)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure

実験手順

To a mixture of methyl 4-hydroxy-3-iodo-5-nitrobenzoate (2.99 g) in ethanol (40 mL) was added tin (II) chloride (10 g) portion wise. After stirring for 1 h at reflux, the mixture was cooled to 0° C. and quenched by saturated potassium carbonate (100 mL). The mixture was filtered through diatomaceous earth and the filtrate was extracted with ethyl acetate (4×100 mL). The combined organic extracts were dried (sodium sulfate), filtered, and concentrated under reduced pressure to give 2.5 g of the title compound: 1H NMR (300 MHz, DMSO-d6) δ 7.50, 7.24, 3.75.

出典