Water → HCID 71090169, compound

Participants

Reaction Conditions

Reaction Steps

3,3-Dimethyl-1,3-dihydro-2-benzofuran-5-ol (Intermediate 18, 500 mg, 3.04 mmol) and potassium carbonate (1.05 g, 7.6 mmol) were suspended in acetonitrile (7.5 mL). 1-Fluoro-4-nitrobenzene (386 mg, 2.74 mmol) was added and the mixture was stirred under nitrogen at 70° C. overnight and then for 4 hours at 80° C. Further 1-fluoro-4-nitrobenzene (86 mg, 0.6 mmol) was added and the mixture heated to reflux until achieving reaction completion. After cooling water and ethyl acetate were added and the two layers were separated. The organic phase was washed three times with brine, then it was dried over anhydrous Na2SO4 and concentrated to dryness. The residue was triturated in isopropanol and the solid washed with further isopropanol to give the title compound (500 mg).

Provenance & Evidence