Reaktion #2161292

ord-cf559c5228c74a28ad7b1ef80681bc9e

Reaktionsgleichung

COC(=O)Cc1ccc(F)cc1
methyl (4-fluorophenyl)acetate
CC(=O)c1cn(C(c2ccccc2)(c2ccccc2)c2ccccc2)cn1
1-(1-trityl-1H-imidazol-4-yl)ethanone
[H-].[Na+]
NaH
O=C(CC(=O)c1cn(C(c2ccccc2)(c2ccccc2)c2ccccc2)cn1)Cc1ccc(F)cc1
title compound
Ausbeute 48.9%
O=C(CC(=O)c1cn(C(c2ccccc2)(c2ccccc2)c2ccccc2)cn1)Cc1ccc(F)cc1
4-(4-fluorophenyl)-1-(1-trityl-1H-imidazol-4-yl)butane-1,3-dione
Ausbeute 48.9%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was refluxed overnight
  2. 2
    SonstigeThe mixture was evaporated
  3. 3
    Sonstigethe residue was purified via column chromatography (silica gel, EtOAc/Petroleum ether 1:5)

Vorschrift

To a solution of 1-(1-trityl-1H-imidazol-4-yl)ethanone (1.5 g, 4.26 mmol) in anhydrous THF (25 mL) was added NaH (0.23 g, 8.52 mmol) at 0° C. The mixture was stirred at RT for 2 hours, and methyl (4-fluorophenyl)acetate (1.43 g, 12.78 mmol) was added at 0° C. The mixture was refluxed overnight. The mixture was evaporated and the residue was purified via column chromatography (silica gel, EtOAc/Petroleum ether 1:5) to yield the title compound (1.018 g, 48.0%) as colorless oil.

Quelle

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