Reaktion #2161297

ord-19901b1a53a84af3a316026df36f7f07

Reaktionsgleichung

CCOC(=O)c1cn(Cc2ccc(OC)cc2)nn1
ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate
O.[Li][OH]
LiOH.H2O
COc1ccc(Cn2cc(C(=O)O)nn2)cc1
title compound
Ausbeute 94.0%
COc1ccc(Cn2cc(C(=O)O)nn2)cc1
1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylic acid
Ausbeute 94.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe mixture was evaporated
  2. 2
    workup.ADDITIONthe residue was diluted with water (250 mL)
  3. 3
    Extraktionextracted with Et2O (3×75 mL)
  4. 4
    Sonstigeto remove neutral impurities
  5. 5
    Filtrationthe precipitate was filtered

Vorschrift

To a mixture of ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate (190.0 g, 0.73 mol) and MeOH/H2O (350 mL/100 mL) was added LiOH.H2O (42.0 g, 0.97 mol) in portions at 0° C. and the reaction mixture was stirred at room temperature overnight. The mixture was evaporated, the residue was diluted with water (250 mL), then extracted with Et2O (3×75 mL) to remove neutral impurities. The aqueous layer was adjusted to pH=3-4 with conc. HCl and the precipitate was filtered to afford the title compound (160 g, 94.0%) as a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07919488B2uspto-grants-2011_04