Dimethyl Sulfoxide → 1-(Pentafluorophenoxy)-2-isopropylbenzene

HRID 716447

Reaktionsgleichung

Reaktionsgleichung von HRID 716447
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([CH3:3])[CH3:2].[F:11][C:12]1[C:17](F)=[C:16]([F:19])[C:15]([F:20])=[C:14]([F:21])[C:13]=1[F:22].[OH-].[K+].CS(C)=O>O>[F:11][C:12]1[C:17]([O:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:1]([CH3:3])[CH3:2])=[C:16]([F:19])[C:15]([F:20])=[C:14]([F:21])[C:13]=1[F:22]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 69432-IsopropylphenolHCID 9805HexafluorobenzeneHCID 14797Potassium Hydroxide

Produkt 1

HCID 893924351-(Pentafluorophenoxy)-2-isopropylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 50.0 g (0.36 mol) of 2-isopropylphenol, 137 g (0.72 mol) of hexafluorobenzene, 50.4 g (0.90 mol) of KOH powder, and 1000 ml of DMSO was stirred for 48 h at 80° C. This mixture was cooled to room temperature and then poured in 3000 ml of water. The product was extracted with 4×500 ml of dichloromethane. The combined organic extract was dried over Na2SO4 and then evaporated on Rotavap. The residue was distilled in vacuum, 130-140° C./13 mm Hg.

Aufarbeitung

  1. temperatureThis mixture was cooled to room temperature
  2. extractionThe product was extracted with 4×500 ml of dichloromethane
  3. extractionThe combined organic extract
  4. dry with materialwas dried over Na2SO4
  5. customevaporated on Rotavap
  6. distillationThe residue was distilled in vacuum, 130-140° C./13 mm Hg

Quellen und Nachweise

ORD-Eintrag
ord-f0dbc7e1b4b341d2be3c90daa6d308b8
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187583B2

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