Реакция #42462

Уравнение реакции

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

tin (II) chloride

→

title compound

Выход 92.2%

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

Выход 92.2%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Температураat reflux
2. 2
   Другоеquenched by saturated potassium carbonate (100 mL)
3. 3
   ФильтрацияThe mixture was filtered through diatomaceous earth
4. 4
   Экстракцияthe filtrate was extracted with ethyl acetate (4×100 mL)
5. 5
   СушкаThe combined organic extracts were dried (sodium sulfate)
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

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.

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