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

HRID 884942노트

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HRID 884942 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 866510624-(Pentafluoroethyl)-2-nitrophenol수율 67.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b2983bdbabe042b4a0d1f6b20cb615d9
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242133B2

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