Nitric Acid → 2,5-dibromo-3-nitrobenzoic Acid

HRID 273835

反応式

HRID 273835 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[Br:1][C:2]1[C:10]([N+:12]([O-:14])=[O:13])=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 118912,5-Dibromobenzoic acid

生成物 1

HCID 193515522,5-dibromo-3-nitrobenzoic Acid

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
100 °C

実験手順

The procedure described in R. K. Bentley and F. G. Holliman, J. Chem. Soc. (c), 2447 (1970) was used. A mixture of 2,5-dibromobenzoic acid (50 g, 0.18 mol) in concentrated sulfuric acid was vigorously stirred as fuming nitric acid (62.5 mL) was added dropwise at a rate to keep the temperature below 70° C. The reaction mixture was vigorously stirred, heated to 100° C. and then kept at 100° C. for 5 hours. The cooled reaction was cautiously poured into 2 liters of ice and vigorously stirred, the precipitate was filtered through a sintered glass funnel and the solid was washed well with water. Crystallization was achieved by dissolving the solid in acetic acid (150 mL) and after concentration to a half of the volume, crystals separated (16.72 g) ; mp 225°-229° C. An additional crop of 7.52 g was obtained to give a total yield of 24.24 g (41%).

後処理

  1. additionwas added dropwise at a rate
  2. customthe temperature below 70° C
  3. customThe cooled reaction
  4. stirringvigorously stirred
  5. filtrationthe precipitate was filtered through a sintered glass funnel
  6. washthe solid was washed well with water
  7. customCrystallization
  8. dissolutionby dissolving the solid in acetic acid (150 mL)
  9. concentrationafter concentration to a half of the volume, crystals
  10. customseparated (16.72 g)
  11. customAn additional crop of 7.52 g was obtained
  12. customto give a total yield of 24.24 g (41%)

出典と根拠

ORDレコード
ord-f8f266ee76e84392b0781d5a08f4afc2
出典データセット
uspto-grants-1995_02
特許番号
US05387601

関連ノート

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