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ChemicalBook CAS DataBase List 5-bromo-4-chloroisobenzofuran-1(3H)-one
1374574-18-1

5-bromo-4-chloroisobenzofuran-1(3H)-one synthesis

4synthesis methods
201230-82-2 Synthesis
carbon monoxide

201230-82-2
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5-bromo-4-chloroisobenzofuran-1(3H)-one

1374574-18-1
2 suppliers
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Yield:-

Reaction Conditions:

Stage #1: (3-bromo-2-chloro-phenyl)methanolwith trifluoroacetic acid;thallium(III) trifluoroacetate at 20; for 16 h;
Stage #2: carbon monoxidewith magnesium oxide;lithium chloride;palladium dichloride in ethanol at 20; for 2 h;

Steps:

36.D Step D: 5-bromo-4-chloro-2-benzofuran-l(3H)-one

Step D: 5-bromo-4-chloro-2-benzofuran-l(3H)-one: To a flask charged with (3-bromo-2- chlorophenyl)methanol (1.1 g, 4.8 mmol) and a stir bar was added thallium trifluoroacetate (2.9 g, 5.3 mmol) and TFA (6 mL). The mixture was allowed to stir at RT for 16 hours. The volatiles were removed under reduced pressure. The residue was pumped under high vacuum for 15 minutes before palladium (II) chloride (0.085 g, 0.48 mmol), magnesium oxide (0.39 g, 9.6 mmol), lithium chloride (0.20 g, 4.8 mmol), and ethanol (30 mL) were added. The mixture was stirred under an atmosphere of carbon mono-oxide until the reaction turned black. The reaction was diluted with DCM. The suspension was filtered through a pad of celite to remove the solids. The filtrate was adsorbed onto silica gel, and purified by MPLC to afford the title compound.

References:

WO2013/62892,2013,A1 Location in patent:Page/Page column 52