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

HRID 59240

反応式

HRID 59240 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 2841632-Methoxy-5-nitrobenzoic acid収率 90.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-ede7adb126d54e5e874580fb043060c3
出典データセット
uspto-grants-2016_09
特許番号
US09439890B2

関連ノート

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