Hydrochloric Acid → HCID 86730361, compound

Participants

Reaction Conditions

Reaction Steps

Commercially available 3,4-dihydroxybenzaldehyde (6.5 g, 47.1 mmol) and potassium carbonate (6.83 g, 49.4 mmol) were suspended in N,N-dimethylformamide (30 mL), then 3-fluoropropyl 4-methylbenzenesulfonate described in Production Example 5-1 (11.3 g, 48.4 mmol) was added under nitrogen atmosphere at loom temperature, and the mixture was stirred for 37 hours. The mixture was cooled to 0° C. and then 2 M hydrochloric acid, ethyl acetate, and water were added for partition. The organic layer was washed with water and a saturated saline solution, dried over anhydrous magnesium sulfate, and then filtered. The solvent was evaporated and the resultant residue was purified with silica gel column chromatography (n-heptane:ethyl acetate=4:1-2:1-1:1). The target fraction was concentrated under vacuum to obtain the title compound (4.62 g, 50%).

Provenance & Evidence