Nitric Acid → 4-(Pentafluoroethyl)-2-nitrophenol

HRID 884942ノート

反応式

HRID 884942 の反応式
[F:1][C:2]([F:14])([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4].S(=O)(=O)(O)O.[N+:20]([O-])([OH:22])=[O:21]>C(O)(=O)C>[F:1][C:2]([F:14])([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([N+:20]([O-:22])=[O:21])[CH:8]=1)[C:3]([F:5])([F:4])[F:6]

参加物

5

反応物 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 10856782Phenol, 4-(pentafluoroethyl)-

生成物 1

HCID 866510624-(Pentafluoroethyl)-2-nitrophenol収率 67.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

To a mixture of 1.70 g of 4-(pentafluoroethyl)phenol, 6 ml of acetic acid and 2.0 ml of concentrated sulfuric acid, a mixture of 0.80 g of 69% nitric acid and 1 ml of acetic acid was added dropwise while ice-cooling, and stirred at room temperature for three hours. The reaction mixture was poured into ice water, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.40 g of 4-(pentafluoroethyl)-2-nitrophenol.

後処理

  1. additionwas added dropwise while ice-
  2. temperaturecooling
  3. extractionfollowed by extraction with ethyl acetate three times
  4. washThe combined organic layers were washed with water
  5. dry with materiala saturated sodium chloride solution, dried over sodium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b2983bdbabe042b4a0d1f6b20cb615d9
出典データセット
uspto-grants-2012_08
特許番号
US08242133B2

反応ノート

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