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Ethanol → HCID 54141100, Verbindung

HRID 266578
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 266578
[OH-].[Na+].[Cl:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([S:14][CH3:15])[C:5]=1[C:16]([CH3:18])=[CH2:17].C(O)C>O>[Cl:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([S:14][CH3:15])[C:5]=1[C:16]([CH3:18])=[CH2:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 53939773HCID 53939773, Verbindung

Produkt 1

HCID 54141100HCID 54141100, VerbindungAusbeute 89,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of sodium hydroxide (7.0 g) in water was added to methyl 4-chloro-3-isopropenyl-2-(methylsulphenyl)benzoate (7.3 g) and the resulting mixture was heated at reflux for 2 hours. Ethanol was added and the mixture was heated at reflux for 1 hour. The ethanol was removed by evaporation and the aqueous residue was acidified to pH 1. It was extracted with ethyl acetate, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 4-chloro-3-isopropenyl-2-(methylsulphenyl)benzoic acid (6.15 g) NMR (CDCl3) 2.05 (s,3H), 2.4 (s,3H), 4.85 (s, 1H), 5.35 (s,1H), 7.45 (d,1H), 7.85 (d,1H).

Aufarbeitung

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperaturethe mixture was heated
  4. temperatureat reflux for 1 hour
  5. customThe ethanol was removed by evaporation
  6. extractionIt was extracted with ethyl acetate
  7. washwashed with water
  8. dry with materialdried (MgSO4)
  9. filtrationfiltered
  10. customThe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-11506b33c1a84165bcab661f04aab200
Quelldatensatz
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05650533

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