ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate synthesis

Yield:31686-94-9 96%

Reaction Conditions:

with ethanol;sodium at 10;

Steps:

Synthesis of ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate
Synthesis of ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate:In a 2L round bottom flask equipped with a reflux condenser and a CaCl₂ drying tube metallic sodium (49.9 g, 2.17 mol, 3.0 equiv.) was dissolved in ethanol (1.0 L) carefully. The resulting sodium ethylate solution was cooled to about 10 °C then the mixture of l -(4-fluorophenyl)ethan-l-one (100.0 g, 0.72 mol) and diethyl oxalate (2) (295 mL, 2.17 mol, 3.0 equiv.) was poured slowly into it. The reaction mixture was stirred for about 15 minutes, and then was allowed to stand in a refrigerator overnight. The reaction mixture was poured into a mixture of cone. HC1 solution (300 mL) and ice (c.a. 1 kg). The resulting precipitate was filtered off and washed with plenty of water, finally dried in a vacuum desiccator over P2O5/KOH. Yield: 165.5 g (3) (96%) as a light yellow .powder.

References:

THE ROCKEFELLER UNIVERSITY;AHN, Hyung Jin;GLICKMAN, J. Fraser;STRICKLAND, Sidney WO2015/95337, 2015, A2 Location in patent:Paragraph 0030

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