Реакция #87518

Уравнение реакции

2-chloro-5-nitrobenzoic acid

sodium methoxide

→

desired product

Выход 90.6%

2-methoxy-5-nitrobenzoic acid

Выход 90.6%

Растворители

methanol

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mass was refluxed for 15 h
2. 2
   ДругоеExcess of solvent was removed under vacuum
3. 3
   workup.ADDITIONthe reaction mass was diluted with water
4. 4
   Другоеto obtain solid which
5. 5
   Фильтрацияwas filtered off

Методика

To a solution of 2-chloro-5-nitrobenzoic acid (3.0 g, 0.14 mol) in methanol (500 mL) was added sodium methoxide (28.1 g, 0.520 mol). The reaction mass was refluxed for 15 h. Excess of solvent was removed under vacuum and the reaction mass was diluted with water and acidified with dilute HCl to obtain solid which was filtered off to afford 25.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 3.96 (s, 3H), 7.36 (d, J=9.3 Hz, 1H), 8.37 (d, J=9.0 Hz, 1H), 8.45 (s, 1H), 13.32 (br s, 1H)); MS (m/z): 198.25 (M+H)+.

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