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

HRID 563557Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 563557
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-445bd6b2813b45b9a528311ebeb67fd9
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067445B2

Notizen zur Reaktion

Wird geladen…