2-Chloro-5-nitrobenzoic acid → 2-Methoxy-5-nitrobenzoic acid

HRID 59240

반응식

HRID 59240 반응식
Cl[C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:14][O-:15].[Na+]>CO>[CH3:14][O:15][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

4

반응물 2

HCID 172872-Chloro-5-nitrobenzoic acidHCID 10942334Sodium Methoxide

생성물 1

HCID 2841632-Methoxy-5-nitrobenzoic acid수율 90.6%

시약·촉매·용매 1

HCID 887Methanol용매

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)+.

후처리

  1. temperatureThe reaction mass was refluxed for 15 h
  2. customExcess of solvent was removed under vacuum
  3. additionthe reaction mass was diluted with water
  4. customto obtain solid which
  5. filtrationwas filtered off

출처 및 근거

ORD 기록
ord-ede7adb126d54e5e874580fb043060c3
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

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