4-Nitrophenol → 1-Nitro-4-(2,2,3,3-tetrafluoropropoxy)benzene

HRID 450087

Reaktionsgleichung

Reaktionsgleichung von HRID 450087
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[F:17][CH:18]([F:24])[C:19]([F:23])([F:22])[CH2:20]I>CN(C=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:20][C:19]([F:23])([F:22])[CH:18]([F:24])[F:17])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

To a solution of 4-nitro phenol (860 mg, 6.1 mmol) in DMF (10 ml) was added potassium carbonate (1.4 g, 10 mmol) and 1,1,2,2-tetrafluoro-3-iodo-propane (500 mg, 2 mmol). The reaction mixture was heated at 100-110° C. for 6 hr, then cooled to room temperature and filtered. The filtrate was diluted with ethyl acetate (100 ml), then washed once with 5% sodium hydroxide solution, several times with water, and finally brine. The organic layer was then dried over anhydrous sodium sulfate, filtered, and evaporated to dryness to give 1-nitro-4-(2,2,3,3-tetrafluoro-propoxy)-benzene (360 mg, 68%) as solid.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. additionThe filtrate was diluted with ethyl acetate (100 ml)
  4. washwashed once with 5% sodium hydroxide solution, several times with water, and finally brine
  5. dry with materialThe organic layer was then dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b9e4c414742c491f86044bfc0296ec7a
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

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