반응 #42462

반응 방정식

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

tin (II) chloride

→

title compound

수율 92.2%

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

수율 92.2%

용매

ethanol

반응 조건

후처리

1. 1
   온도at reflux
2. 2
   기타quenched by saturated potassium carbonate (100 mL)
3. 3
   여과The mixture was filtered through diatomaceous earth
4. 4
   추출the filtrate was extracted with ethyl acetate (4×100 mL)
5. 5
   건조The combined organic extracts were dried (sodium sulfate)
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure

실험 절차

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.

출처