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ChemicalBook CAS DataBase List 4-(Dimethylamino)benzophenone

4-(Dimethylamino)benzophenone synthesis

14synthesis methods
-

Yield:530-44-9 97%

Reaction Conditions:

with palladium 10% on activated carbon;chlorobenzene;potassium hydroxide in methanol;water at 60; for 0.5 h;Inert atmosphere;Temperature;

Steps:

Procedure

General procedure: The starting alcohol (1 mmol), KOH (3.0mmol) and catalyst (10 mol% Pd) were added to a Schlenkflask. In another Schlenk flask, the oxygen in the solvent(MeOH : H2O = 5:1, v/v, 6.0 mL) was removed by the freezepump-thaw and purging method. The aqueous solvent was transferred to the reaction flask of the starting alcohol by cannulation. Afterwards, chlorobenzene (3.0 mmol) was added using a syringe, and the reaction was kept under argon. Upon completion of the reaction based on TLC monitoring, the Pd/C was filtered off on celite and the solvent was removed by rotary evaporation. A brine solution was added to the residue and the product was extracted using methylene chloride. The organic layer was collected, dried with anhydrous magnesium sulfate, and concentrated byrotary evaporation. The mixture was purified via column chromatography using various hexane/EtOAc eluent systems. All products were known and characterized by comparing their 1H NMR spectra with those that have been published in the literature.

References:

Lim, Minkyung;Oh, Seungchan;Rhee, Hakjune [Bulletin of the Korean Chemical Society,2011,vol. 32,p. 3179 - 3182]

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