Trifluoroacetic acid → 2-(4-(Methoxycarbonyl)-2-methylphenyl)acetic acid

HRID 220828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 220828
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:26])[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])=[C:13]([CH3:25])[CH:12]=1>ClCCl>[CH3:8][O:9][C:10](=[O:26])[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[C:13]([CH3:25])[CH:12]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 575554334-Tert-butoxycarbonylmethyl-3-methyl-benzoic acid methyl ester

Produkt 1

HCID 575552242-(4-(Methoxycarbonyl)-2-methylphenyl)acetic acidAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (15 ml) was added to a solution of 4-tert-butoxycarbonylmethyl-3-methyl-benzoic acid methyl ester from Example E32.1 (2.84 g, 10.7 mmol) in dichloromethane (15 ml). The mixture was stirred for 90 min at room temperature, concentrated in vacuo and azeotroped with toluene. The residue was recrystallised from EtOAc and hexane to yield the title compound (1.81 g, 81%).

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customazeotroped with toluene
  3. customThe residue was recrystallised from EtOAc and hexane

Quellen und Nachweise

ORD-Eintrag
ord-40ffc1f9c1c244aa81ff6b3c5a9e1bdd
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202858B2

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