Nitric Acid → 4-Chloro-2-nitro-3-(trifluoromethyl)phenol

HRID 884956

反応式

HRID 884956 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].S(=O)(=O)(O)O.[N+:18]([O-:21])([OH:20])=[O:19]>C(O)(=O)C>[Cl:1][C:2]1[C:3]([C:9]([F:10])([F:11])[F:12])=[CH:4][C:5]([OH:8])=[C:6]([N+:18]([O-:20])=[O:19])[CH:7]=1.[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([N+:18]([O-:21])=[O:19])[C:3]=1[C:9]([F:10])([F:11])[F:12]

参加物

6

反応物 3

HCID 944Nitric AcidHCID 1118Sulfuric Acid2 回HCID 805204-Chloro-3-(trifluoromethyl)phenol

生成物 2

HCID 581482394-Chloro-2-nitro-3-(trifluoromethyl)phenolHCID 668796884-Chloro-2-nitro-5-(trifluoromethyl)phenol

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a mixture of 5.0 g of 4-chloro-3-trifluoromethylphenol and 20 ml of acetic acid, 1.5 ml of concentrated sulfuric acid and then 2.6 g of 69% nitric acid were added dropwise while ice-cooling. To the reaction mixture, 3 ml of concentrated sulfuric acid was added dropwise at room temperature, and stirred for three hours. The reaction mixture was poured into ice water, and extracted with ethyl acetate. The combined organic layers were washed with water, a saturated aqueous solution of sodium hydrogencarbonate and a saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2.3 g of 4-chloro-2-nitro-5-trifluoromethylphenol, 1.57 g of 4-chloro-2-nitro-3-trifluoromethylphenol.

後処理

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with water
  4. dry with materiala saturated aqueous solution of sodium hydrogencarbonate and a saturated sodium chloride solution, dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7ef51ed9cfea4b25884e45e9d1c1b28c
出典データセット
uspto-grants-2012_08
特許番号
US08242133B2

関連ノート

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