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3769-84-4

4'-NITRO-2-PHENYLACETOPHENONE synthesis

6synthesis methods
-

Yield:3769-84-4 82%

Reaction Conditions:

with bathophenanthroline;water;copper diacetate;manganese(III) triacetate dihydrate in 1,4-dioxane at 90;

Steps:

General procedure for the synthesis of arylketones

General procedure: In a 25mL round bottom flask (oven-dried overnight) was added the phenyl boronic acid (1a, 1.0 mmol) followed by the addition of 1,4-dioxane (6mL). To this solution, manganese (III) acetate. dihydrate (5mol%), Bphen (3e, 10mol%), Cu(OAc)2 (5mol%), nitrile (0.5mmol) and water (0.5mmol) were added sequentially. The reaction was then stirred at room temperature for 10min and slowly brought to 90°C under air. The reaction was allowed to run for overnight at the same temperature. After the completion, the reaction mixture was quenched and extracted with ethyl acetate and water. The organic layer was collected, and the aqueous layer was again extracted with ethyl acetate for three more times. The combined organic layer was further washed with sodium bicarbonate and brine solution. The organic layer was then dried over sodium sulfate, filtered and evaporated using rotavap. The crude compound obtained was further purified using column chromatography (EA:hexane 10:90).

References:

Moustafa, Dina;Sweet, Chelsea;Lim, Hyun;Calalpa, Brenda;Kaur, Parminder [Tetrahedron Letters,2018,vol. 59,# 42,p. 3816 - 3820]

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