Trifluoroacetic acid → HCID 67518202, compound

Participants

Reaction Steps

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 5-bromo-4-chloro-2-benzofuran-1(3H)-one. LC-MS (IE, m/z): 249 [M+1]+;

Provenance & Evidence