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Potassium Hydroxide → 2-(2,4-dichlorophenoxy)-2-methylpropanoic acid

HRID 1400241
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1400241
[OH-].[K+].[Cl:3][C:4]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:5]=1[O:6][C:7]([CH3:14])([CH3:13])[C:8]([O:10]CC)=[O:9]>O.CCO>[Cl:3][C:4]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:5]=1[O:6][C:7]([CH3:14])([CH3:13])[C:8]([OH:10])=[O:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 682839HCID 682839, Verbindung2×

Produkt 1

HCID 2514232-(2,4-dichlorophenoxy)-2-methylpropanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of KOH (2.48 g, 44.2 mmol, 15 eq) in H2O (12 mL) was added a solution of ethyl 2-(2,4-dichlorophenoxy)-2-methylpropionate (compound 5; 0.80 g, 2.89 mmol) in EtOH (12 mL). The solution was stirred at room temperature for 4 hours, then excess EtOH was removed under vacuum. The remaining aqueous solution was washed with EtOAc (10 mL), then acidified with concentrated aqueous HCl. The aqueous mixture was then extracted with EtOAc (10 mL), and the organic extract dried over Na2SO4, filtered, and evaporated to yield a thick, colorless oil which was used without further purification: 1H NMR (CDCl3) δ 7.42-7.41 (d, 1H), 7.19-7.15 (dd, 1H), 7.04-7.01 (d, 1H), 1.64 (s, 6H).

Aufarbeitung

  1. customexcess EtOH was removed under vacuum
  2. washThe remaining aqueous solution was washed with EtOAc (10 mL)
  3. extractionThe aqueous mixture was then extracted with EtOAc (10 mL)
  4. extractionthe organic extract
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. customto yield a thick, colorless oil which
  9. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-b275cd786f6e4ed3b9c392a411fcac84
Quelldatensatz
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08906945B2

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