Water → 2,3,6-Trifluoro-1-ethylbenzene

HRID 1638684Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1638684
[H-].[Al+3].[Li+].[H-].[H-].[H-].C1(C)C=CC(S(O[CH2:17][CH2:18][C:19]2[C:24]([F:25])=[CH:23][CH:22]=[C:21]([F:26])[C:20]=2[F:27])(=O)=O)=CC=1.O.[OH-].[Na+]>C(OCC)C>[F:27][C:20]1[C:21]([F:26])=[CH:22][CH:23]=[C:24]([F:25])[C:19]=1[CH2:18][CH3:17]

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 156318391-[2-(p-Toluenesulfonyloxy)ethyl]-2,3,6-trifluorobenzeneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 148346762,3,6-Trifluoro-1-ethylbenzeneAusbeute 116,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Lithium aluminum hydride (5.6 g) is suspended in dry diethyl ether (70 ml) and thereto is added dropwise with stirring a solution of 1-[2-(p-toluenesulfonyloxy)ethyl]-2,3,6-trifluorobenzene (23.3 g) in dry diethyl ether (170 ml) at below 10° C., and the mixture is stirred at room temperature for one hour. To the reaction mixture are added water (5.6 ml), 10% aqueous sodium hydroxide (10.0 ml) and water (5.6 ml) in this order, and the mixture is stirred at room temperature for 30 minutes. The resulting white precipitates are filtered off, and the filtrate is concentrated under atmospheric pressure to give 2,3,6-trifluoro-1-ethylbenzene (13.2 g), as colorless oil.

Aufarbeitung

  1. additionis added dropwise
  2. stirringthe mixture is stirred at room temperature for 30 minutes
  3. customThe resulting white precipitates
  4. filtrationare filtered off
  5. concentrationthe filtrate is concentrated under atmospheric pressure

Quellen und Nachweise

ORD-Eintrag
ord-89d61bddd5724c8da309180f528d100f
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04880806

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