Dichloromethane → HCID 18362461, Verbindung

HRID 381205

Reaktionsgleichung

Reaktionsgleichung von HRID 381205
[S:1]([C:5]([C:8]([C:11]([C:14]([F:17])([F:16])[F:15])([F:13])[F:12])([F:10])[F:9])([F:7])[F:6])([O-:4])(=[O:3])=[O:2].[K+].S([O-])(O)(=O)=O.[CH3:24][C:25]1[CH:30]=[CH:29][C:28]([I+:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][CH:39]([CH3:41])[CH3:40])=[CH:34][CH:33]=2)=[CH:27][CH:26]=1.C(Cl)Cl>O.CO>[S:1]([C:5]([C:8]([C:11]([C:14]([F:15])([F:16])[F:17])([F:12])[F:13])([F:10])[F:9])([F:7])[F:6])([O-:4])(=[O:3])=[O:2].[CH3:24][C:25]1[CH:26]=[CH:27][C:28]([I+:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][CH:39]([CH3:41])[CH3:40])=[CH:34][CH:33]=2)=[CH:29][CH:30]=1

Komponenten

6

Edukt 3

HCID 6344DichloromethaneHCID 23675274Potassium perfluorobutanesulfonateHCID 86591397HCID 86591397, Verbindung

Produkt 1

HCID 18362461HCID 18362461, VerbindungAusbeute 34,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

4.5 g of potassium nonaflate is suspended in 15 ml of water. To the solution is added 4.93 g of the crude (4-methylphenyl)(4′-isobutylphenyl)iodonium hydrogensulfate dissolved in 10 ml of methanol. The mixture is stirred for 1 hour at room temperature. 15 ml of methylene chloride is added to the solution and stirred overnight at room temperature. The product is extracted with methylene chloride and the organic layer is washed with water, dried over MgSO4, and concentrated. The residue is purified by flash chromatography on silica gel with methylene chloride and ethanol (95:5) as eluent, yielding 2.46 g (3.8 mmol; 34%) of (4-methylphenyl)(4′-isobutylphenyl)iodonium nonaflate as a brown resin. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 0.88 (d, 6H), 1.84 (m,1H), 2.41 (s, 3H), 2.50 (d, 2H), 7.21-7.26 (m, 4H), 7.84 (d, 4H). Elemental analysis: calculation for C21H20O3F9SI

Aufarbeitung

  1. stirringstirred overnight at room temperature
  2. extractionThe product is extracted with methylene chloride
  3. washthe organic layer is washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue is purified by flash chromatography on silica gel with methylene chloride and ethanol (95:5) as eluent

Quellen und Nachweise

ORD-Eintrag
ord-b1f4c4838e314a28833b44c048f8935a
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06306555B1

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