Reaktion #337837

Reaktionsgleichung

diisopropyl azodicarboxylate

4-Hydroxy-3-methoxybenzaldehyde

4-hydroxy-3-methoxybenzaldehyde

triphenylphosphine

4-Chlorophenylmethylcarbinol

4-chlorophenylmethylcarbinol

→

desired compound

4-[1-(4-chloro-phenyl)-ethoxy]-3-methoxy-benzaldehyde

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurified by silica gel chromatography, ethyl acetate

Vorschrift

4-Chlorophenylmethylcarbinol (643, 0.668 mL, 6.57 mmol) was dissolved in tetrahydrofuran (60.0 mL) at 0° C. under an atmosphere of nitrogen. 4-Hydroxy-3-methoxybenzaldehyde (105, 1.00 g, 6.57 mmol) and triphenylphosphine (2.07 g, 7.89 mmol) were added to the reaction, followed by diisopropyl azodicarboxylate (1.55 mL, 7.89 mmol) over 10 minutes. The reaction was stirred for 2 hours. The mixture was adsorbed onto silica and purified by silica gel chromatography, ethyl acetate:hexanes, to provide the desired compound, (644, 1.14 g, 60%). 1H-NMR was consistent with the desired compound.

Quelle