p-Toluenesulfonic acid monohydrate → 1,1-Ethylenedioxy-4-(3,4',5'-trifluorophenyl)-3-cyclohexen

HRID 1769572Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1769572
[CH2:1]1[CH2:20][O:19][C:3]2([CH2:8][CH2:7][C:6](O)([C:9]3[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]([F:17])[CH:10]=3)[CH2:5][CH2:4]2)[O:2]1.CC1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:20]1[CH2:1][O:2][C:3]2([CH2:8][CH2:7][C:6]([C:9]3[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]([F:17])[CH:10]=3)=[CH:5][CH2:4]2)[O:19]1

Komponenten

4

Edukt 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 867483998-(3,4,5-Trifluorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

Produkt 1

HCID 572149021,1-Ethylenedioxy-4-(3,4',5'-trifluorophenyl)-3-cyclohexenAusbeute 65,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

1,1-Ethylenedioxy-4-hydroxy-4-(3',4',5'-trifluoro-phenyl)cyclohexane (166.2 g) was dissolved in toluene (500 ml), followed by adding p-toluenesulfonic acidmonohydrate (20 g) into the solution, stirring the mixture under reflux for one hour, washing the reaction solution with water (500 ml), drying the organic layer over anhydrous magnesium sulfate, and distilling off the solvent under reduced pressure, to obtain 1,1-ethylenedioxy-4-(3',4',5'-trifluorophenyl)-3-cyclohexene (102.6 g).

Aufarbeitung

  1. temperatureunder reflux for one hour
  2. washwashing the reaction solution with water (500 ml)
  3. dry with materialdrying the organic layer over anhydrous magnesium sulfate
  4. distillationdistilling off the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8f6ba38ba29a4fe4bcefc74f2c52acff
Quelldatensatz
uspto-grants-1995_01
Patentnummer
US05382379

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