Hydrochloric Acid → 2-(3-Benzyloxy-5-trifluoromethyl-phenyl)propionic acid

HRID 1810316Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1810316
C([O:3][C:4](=[O:25])[CH:5]([C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:8]=1)[CH3:6])C.CO.[Li+].[OH-].Cl>O.C1COCC1>[CH2:18]([O:17][C:9]1[CH:8]=[C:7]([CH:5]([CH3:6])[C:4]([OH:25])=[O:3])[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:10]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 574587982-(3-Benzyloxy-5-trifluoromethyl-phenyl)-propionic acid ethyl ester

Produkt 1

HCID 574587992-(3-Benzyloxy-5-trifluoromethyl-phenyl)propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-(3-Benzyloxy-5-trifluoromethyl-phenyl)-propionic acid ethyl ester (1.4 g, 4.0 mmol) in 2:2:1 MeOH:THF:H2O was treated with 1N aqueous LiOH (3 mL) at room temperature overnight. The mixture was acidified with 10% aqueous HCl and extracted three times with EtOAc. The combined organic layers were concentrated and purified by silica gel chromatography to give the title compound.

Aufarbeitung

  1. extractionextracted three times with EtOAc
  2. concentrationThe combined organic layers were concentrated
  3. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e43894cd6b5942ed819db48c47c03528
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362044B2

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