Chloroacetyl chloride → HCID 86682036, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of aluminum chloride (2.7 g, 21 mmol) in nitrobenzene (6.0 mL) was cooled to 0° C., and stirred. The suspension was added with chloroacetyl chloride (0.60 g, 6.2 mmol), and then added portionwise with a suspension of 2,6-dihydroxybenzoic acid (0.064 g, 4.1 mmol) in nitrobenzene (6.0 mL). After completion of the addition, the reaction mixture was stirred at 40° C. for 12 hours. The reaction mixture was added with ethyl acetate and ice water, the mixture was stirred at room temperature for 1 hour, and then the organic layer was separated. The organic layer was extracted with 2 N aqueous sodium hydroxide, and the aqueous layer was made acidic with 3 N hydrochloric acid. The precipitated solid was collected by filtration and dried to obtain 6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-carboxylic acid (0.76 g, 89%).

Provenance & Evidence