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2-Amino-5-nitrobenzoic acid → 5-Nitro-2-(pyrrol-1-yl)benzoic acid

HRID 2227468
ノート
印刷プレビュー

反応式

HRID 2227468 の反応式
[NH2:1][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].CO[CH:16]1[CH2:20][CH2:19][CH:18](OC)O1>C(O)(=O)C>[N+:11]([C:8]1[CH:9]=[CH:10][C:2]([N:1]2[CH:16]=[CH:20][CH:19]=[CH:18]2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5])([O-:13])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 120322-Amino-5-nitrobenzoic acidHCID 790982,5-Dimethoxytetrahydrofuran

生成物 1

HCID 121962005-Nitro-2-(pyrrol-1-yl)benzoic acid収率 73%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 2-amino-5-nitrobenzoic acid (475 mg), 2,5-dimethoxytetrahydrofuran (345 mg) and acetic acid (10 ml) was heated under reflux for 3 hours and then concentrated at reduced pressure. Brine was added to the resulting residue and the mixture was extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and then concentrated at reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:1) to give the titled compound (yield, 73%).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. concentrationconcentrated at reduced pressure
  4. additionBrine was added to the resulting residue
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  7. concentrationconcentrated at reduced pressure
  8. customThe resulting residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:1)

出典と根拠

ORDレコード
ord-70e317d51d3048dab986c281029323ce
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06414005B1

反応ノート

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