Hydrochloric Acid → 3-(3-Benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acid

HRID 709468

Reaktionsgleichung

Reaktionsgleichung von HRID 709468
C([O:3][C:4](=[O:24])[CH:5]([O:21][CH2:22][CH3:23])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=1)C.[OH-].[K+].Cl>CO.O>[CH2:14]([C:9]1[CH:8]=[C:7]([CH2:6][CH:5]([O:21][CH2:22][CH3:23])[C:4]([OH:24])=[O:3])[CH:12]=[CH:11][C:10]=1[OH:13])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 22708450Ethyl 3-(3-benzyl-4-hydroxyphenyl)-2-ethoxypropanoate

Produkt 1

HCID 668649833-(3-Benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acidAusbeute 100,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 3-(3-benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acid ethyl ester (0.38 g, 1.16 mmol) in MeOH (5 mL), a solution of KOH (1.62 g, 29 mmol) in H2O (5 mL) was added. The mixture was stirred for 2 h at room temperature then acidified with aq. HCl (10%) and extracted with dichloromethane. The combined organic layers were dried and evaporated and the remaining crude product was purified by column chromatography to yield the title compound as an oil (0.35 g, 74.8%). Mass Spectrum: M+H+ 300.94, M−H+ 298.99.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. customThe combined organic layers were dried
  3. customevaporated
  4. customthe remaining crude product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-68e0bf9b7b40421e859d1ba6ee98eacb
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181181B2

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