Water → Ethyl cyclohexylideneacetate

HRID 1769582Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1769582
[CH3:1][C:2](C)([O-:4])C.[K+].FC1C=[C:10]([CH:16]2[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]2)[CH:11]=C(F)C=1F.[OH2:23]>C1COCC1>[CH2:2]([O:4][C:11]([CH:10]=[C:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1)=[O:23])[CH3:1]

Komponenten

5

Edukt 3

HCID 962WaterHCID 219932844-(3,4,5-Trifluorophenyl)cyclohexan-1-oneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 73776Ethyl cyclohexylideneacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A suspension of triethyl phosphonoacetate (21.8 g) in THF (50 ml) was stirred in a nitrogen gas stream, followed by adding potassium-t-butoxide (11.8 g) little by little at room temperature, stirring the reaction solution at room temperature for one hour, dropwise adding a solution of 4-(3',4',5'-trifluorophenyl)cyclohexanone (20 g) in THF (50 ml), stirring at room temperature for 2 hours, adding to water (100 ml), extracting with ethyl acetate (100 ml), washing the organic layer with water, drying over anhydrous MgSO4 and concentrating the solvent under reduced pressure, to obtain 4-(3',4',5'-trifluorophenyl))ethoxycarbonylmethylenecyclohexane (18.3 g).

Aufarbeitung

  1. stirringstirring the reaction solution at room temperature for one hour
  2. stirringstirring at room temperature for 2 hours
  3. extractionextracting with ethyl acetate (100 ml)
  4. washwashing the organic layer with water
  5. dry with materialdrying over anhydrous MgSO4
  6. concentrationconcentrating the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-06f97a4fe8a04746bd885910931cd362
Quelldatensatz
uspto-grants-1995_01
Patentnummer
US05382379

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