3,4-Dimethoxy-2-nitrobenzaldehyde → 3,4-dimethoxy-2-nitrobenzoic acid

HRID 354830ノート

反応式

HRID 354830 の反応式
[Mn]([O-])(=O)(=O)=[O:2].[K+].[CH3:7][O:8][C:9]1[C:10]([N+:19]([O-:21])=[O:20])=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH:12]=[O:13]>O.CC(C)=O>[CH3:7][O:8][C:9]1[C:10]([N+:19]([O-:21])=[O:20])=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:12]([OH:2])=[O:13]

参加物

5

反応物 2

HCID 1524373,4-Dimethoxy-2-nitrobenzaldehydeHCID 516875Potassium Permanganate

生成物 1

HCID 12522693,4-dimethoxy-2-nitrobenzoic acid

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

A solution of 823 g. potassium permanganate in about 8.5 liters of H2O was gradually added to a refluxing solution of 3,4-dimethoxy-2-nitrobenzaldehyde (550 g., 2.60 moles) in 5.6 liters of acetone. The reaction mixture was refluxed for four more hours, then filtered through diatomaceous earth while hot and the filter cake washed with hot water. The acetone was removed in vacuo and a small amount of unreacted solid was filtered off. The aqueous solution was acidified with 2 N hydrochloric acid (1.8 liters) to yield 505 g. (85%) of the essentially pure title compound. Recrystallization from water afforded colorless crystals, M.P. 200°-202° C.

後処理

  1. temperatureThe reaction mixture was refluxed for four more hours
  2. filtrationfiltered through diatomaceous earth while hot and the filter cake
  3. washwashed with hot water
  4. customThe acetone was removed in vacuo
  5. filtrationa small amount of unreacted solid was filtered off
  6. customto yield 505 g

出典と根拠

ORDレコード
ord-c89542a8b66644d794bcd35d8acb4497
出典データセット
uspto-grants-1983_03
特許番号
US04377581

反応ノート

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