4-FLUOROPHENYLGLYOXAL HYDRATE synthesis

Yield:447-43-8 65%

Reaction Conditions:

with (Z/E)-2-bromo-2-[4-oxothiazolidin-2-ylidene]-N-phenylacetamide;dimethyl sulfoxide for 48 h;Reflux;

Steps:

4.2. General procedure for the oxidation
General procedure: A mixture of a substrate (0.6 mmol), vinyl bromide 2a (0.06 mmol) in DMSO (1.1 mL) was heated in an open flask (the temperature of an oil bath and the reaction time are specified in refPreviewPlaceHolderTable 2). After the completion of the reaction (checked by TLC), the reaction mixture was diluted with water (11 mL), saturated with NaCl and extracted with ethyl acetate (5×4 mL). Only in the case of the synthesis of arylglyoxals the organic layer was additionally washed with Na₂CO₃ (0.12 mmol in 2 mL of water), with saturated aq NaCl and dried with anhydrous Na₂SO₄. Column chromatography (eluent: gradient petrolether/ethyl acetate) of the extract gave the pure products.

References:

Baranac-Stojanović, Marija;Marković, Rade;Stojanović, Milovan [Tetrahedron,2011,vol. 67,# 41,p. 8000 - 8008] Location in patent:experimental part

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