Nitric Acid → 4-Acetamido-2-hydroxy-5-nitrobenzoic acid

HRID 2205116

反応式

HRID 2205116 の反応式
[N+:1]([O-:4])(O)=[O:2].[C:5]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([OH:18])[CH:10]=1)(=[O:7])[CH3:6]>C(O)(C(F)(F)F)=O>[C:5]([NH:8][C:9]1[C:17]([N+:1]([O-:4])=[O:2])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([OH:18])[CH:10]=1)(=[O:7])[CH3:6]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 655094-Acetamidosalicylic acid

生成物 1

HCID 672874384-Acetamido-2-hydroxy-5-nitrobenzoic acid収率 28%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

Nitric acid (fuming) (23.8 g, 378 mmol, 1.20 equiv) was added in portions under 50° C. to a mixture of 4-acetamido-2-hydroxybenzoic acid (61.4 g, 315 mmol, 1.00 equiv) and TFA (700 mL) in a 2-L round-bottom flask. The resulting solution was allowed to react, with stirring, for 3 hr at room temperature before being concentrated under vacuum. The residue was dissolved in 800 mL of acetone, stirred for 15 min. at reflux, then cooled. The solids were collected by filtration, giving 21.1 g (28%) of 4-acetamido-2-hydroxy-5-nitrobenzoic acid as an orange solid.

後処理

  1. customto react
  2. concentrationbefore being concentrated under vacuum
  3. dissolutionThe residue was dissolved in 800 mL of acetone
  4. stirringstirred for 15 min.
  5. temperatureat reflux
  6. temperaturecooled
  7. filtrationThe solids were collected by filtration

出典と根拠

ORDレコード
ord-6eff936efc6a4aeb84ebc961e2d0f6fc
出典データセット
uspto-grants-2016_06
特許番号
US09370522B2

関連ノート

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