Tert-Butylbenzene → HCID 22625489, Verbindung

HRID 277689

Reaktionsgleichung

Reaktionsgleichung von HRID 277689
[I:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=O.[F:9][C:10]([F:21])([F:20])[CH:11]([F:19])[C:12]([F:18])([F:17])[S:13]([OH:16])(=[O:15])=[O:14].[C:22]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([CH3:25])([CH3:24])[CH3:23]>ClCCl>[F:21][C:10]([F:9])([F:20])[CH:11]([F:19])[C:12]([F:17])([F:18])[S:13]([O-:16])(=[O:14])=[O:15].[C:22]([C:26]1[CH:31]=[CH:30][C:29]([I+:1][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:28][CH:27]=1)([CH3:25])([CH3:24])[CH3:23]

Komponenten

5

Edukt 3

HCID 7366Tert-ButylbenzeneHCID 92125IodosylbenzeneHCID 97946281-Propanesulfonic acid, 1,1,2,3,3,3-hexafluoro-

Produkt 1

HCID 22625489HCID 22625489, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4.4 g (20 mmol) of iodosylbenzene was suspended in 100 ml of dry dichloromethane. The suspension was cooled to 0° C. with stirring. 4.65 g (20 mmol) of 3,3,3,2,1,1-hexafluoropropane sulfonic acid (optionally distilled) was added at the same temperature thereto under exclusion of moisture. The mixture was stirred at room temperature for 3 hours. The temperature of the mixture was returned to 0° C., and 2.68 g (20 mmol) of 4-t-butylbenzene was added thereto at that temperature. The temperature of the mixture was returned to room temperature, followed by stirring for 6 hours. Thereafter, the insolubles were removed by filtration. The solvent was removed from the filtrate. The oily residue was purified by recrystallization (twice) from diethyl ether. The structure was confirmed by 1H-NMR (CDCl3): δ=0.81 (s, 9H), 4.98-5.22 (m[d], 1H), 7.18-7.23 (d, 2H), 7.58-7.65 ppm (m, 7H).

Aufarbeitung

  1. additionwas added at the same temperature
  2. stirringThe mixture was stirred at room temperature for 3 hours
  3. customwas returned to 0° C.
  4. customwas returned to room temperature
  5. stirringby stirring for 6 hours
  6. customThereafter, the insolubles were removed by filtration
  7. customThe solvent was removed from the filtrate
  8. customThe oily residue was purified by recrystallization (twice) from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-10b1fad91dc64ce68db68fd3e18524a1
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06358665B1

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