Citric Acid → Benzyl 2-(benzyloxy)-3-chlorobenzoate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

N,N-Dimethylacetamide (9.2 mL), potassium carbonate (2.2 g), and benzyl bromide (1.4 mL) were sequentially added to 3-chlorosalicylic acid (0.92 g), followed by stirring at 80° C. for 1 hour. The reaction mixture was cooled to room temperature, and then potassium carbonate (0.37 g) and benzyl bromide (0.19 mL) were sequentially added thereto, followed by stirring at 80° C. for 1 hour. The reaction mixture was cooled to room temperature, and then a 10% aqueous solution of citric acid and ethyl acetate were added thereto. The organic layer was separated, washed with a 10% aqueous solution of citric acid and a saturated aqueous solution of sodium chloride sequentially, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [Fuji Silysia Chemical Ltd., PSQ100B (spherical), eluent: 100-95% hexane/ethyl acetate] to obtain 1.8 g of benzyl 2-(benzyloxy)-3-chlorobenzoate as a colorless oily substance.

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