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ChemicalBook CAS DataBase List 2,2-Diethoxyacetophenone

2,2-Diethoxyacetophenone synthesis

13synthesis methods
-

Yield:6175-45-7 75%

Reaction Conditions:

with boron trifluoride diethyl etherate;selenious acid in neat (no solvent) at -5 - 20; for 10 h;

Steps:


General procedure: A mixture of aryl methyl ketones (1 equiv),triethylorthoformate (2 equiv), and selenous acid (0.7 equiv) was stirred in anice salt mixture (5 C) followed by the dropwise addition of BF3Et2O (49%,1.5 mL). The reaction was allowed to stand at room temperature for 8-14 h.The completion of the reaction was monitored by thin layer chromatography.The reaction mixture was diluted with ethyl acetate and filtered through acelite bed. The celite was washed with ethyl acetate. The combined filtrate waswashed with saturated aqueous sodium hydrogen carbonate solution, water(10 mL), and brine (10 mL). The organic layer was separated, dried withanhydrous Na2SO4, and concentrated. The compound was purified by columnchromatography on silica gel using ethyl acetate and hexane as eluent

References:

Kharkongor, Icydora;Myrboh, Bekington [Tetrahedron Letters,2015,vol. 56,# 29,p. 4359 - 4362]

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