Trifluoroacetic acid → Methyl 4-(2-carboxyethyl)-3-methylbenzoate

HRID 220822Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 220822
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:27])[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[C:13]([CH3:26])[CH:12]=1>ClCCl>[CH3:8][O:9][C:10](=[O:27])[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[C:13]([CH3:26])[CH:12]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 575553714-(2-tert-Butoxycarbonyl-ethyl)-3-methyl-benzoic Acid Methyl Ester

Produkt 1

HCID 57555260Methyl 4-(2-carboxyethyl)-3-methylbenzoateAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (40 ml) was added slowly to a stirred solution of 4-(2-tert-butoxycarbonyl-ethyl)-3-methyl-benzoic acid methyl ester from Example E30.2 (4.9 g, 17.6 mmol) in dichloromethane (80 ml) at room temperature. The mixture was stirred for 2 h then concentrated in vacuo and azeotroped with dichloromethane. The residue was recrystallised in EtOAc to yield the title compound (2.77 g, 71%).

Aufarbeitung

  1. concentrationthen concentrated in vacuo
  2. customazeotroped with dichloromethane
  3. customThe residue was recrystallised in EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-64fb84efac34492a928cc25beb18a541
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202858B2

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