반응 #87518

반응 방정식

2-chloro-5-nitrobenzoic acid

sodium methoxide

→

desired product

수율 90.6%

2-methoxy-5-nitrobenzoic acid

수율 90.6%

용매

methanol

반응 조건

후처리

1. 1
   온도The reaction mass was refluxed for 15 h
2. 2
   기타Excess of solvent was removed under vacuum
3. 3
   workup.ADDITIONthe reaction mass was diluted with water
4. 4
   기타to obtain solid which
5. 5
   여과was filtered off

실험 절차

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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