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Water → 2-(4-Isopropoxy-3-methoxy-phenyl)-2-methyl-propionic acid

HRID 2275190
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2275190
C([O:3][C:4](=[O:20])[C:5]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH:15]([CH3:17])[CH3:16])=[C:10]([O:18][CH3:19])[CH:9]=1)([CH3:7])[CH3:6])C.[OH-].[Na+].O>C1COCC1.CCO>[CH:15]([O:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]([CH3:7])([CH3:6])[C:4]([OH:20])=[O:3])=[CH:9][C:10]=1[O:18][CH3:19])([CH3:16])[CH3:17]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 66834644HCID 66834644, Verbindung

Produkt 1

HCID 668346712-(4-Isopropoxy-3-methoxy-phenyl)-2-methyl-propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028Tetrahydrofuran
Lösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-(4-Isopropoxy-3-methoxy-phenyl)-2-methyl-propionic acid ethyl ester (Compound L3-1, 1.45 g, 5.17 mmol) was dissolved in THF (13 mL) and EtOH (13 mL), added with 1 N aqueous solution of sodium hydroxide (10.3 mL, 2.0 eq.), and stirred at 80° C. overnight. The reaction solution was added to water and extracted with ethyl acetate. The aqueous layer was acidified by using 1 N aqueous solution of hydrochloric acid, extracted with ethyl acetate, washed with saturated brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the target compound (white solid, 1.10 g, 84%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over sodium sulfate
  5. customThe drying agent was removed by filtration
  6. customthe residues obtained
  7. concentrationafter concentration under reduced pressure
  8. customwere purified by silica gel column chromatography (ethyl acetate/hexane)
  9. customto obtain the target compound (white solid, 1.10 g, 84%)

Quellen und Nachweise

ORD-Eintrag
ord-31ccf95d2be04167985c277dc7ea2342
Quelldatensatz
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09126931B2

Notizen zur Reaktion

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