1-Fluoro-4-nitronaphthalene

To the solution of 56 (1.02 g, 5.34 mmol, 1.0 eq.) in DMF (17 mL) was added DBU (0.8 mL, 5.34 mmol, 1.0 eq.) and 57 (1 g, 5.34 mmol, l.Oeq.) at 25C. The reaction mixture was heated at 70 C for 20 h, then cooled to room temperature and quenched and with ice water. The aqueous layer was extracted with ethyl acetate (3 x 30 mL) and the combined organic layers were washed with a brine solution (2 x 30 mL), dried over anhydrous Na2S04, filtered and the solvent was removed in vacuo. The residue was purified by basic silica gel column chromatography (60-120 basic silica gel) using hexane/ethyl acetate as eluent (93:7) to afford 58 (l.27g, 33%) as a white solid. MS (ESI pos. ion) m/z: 359.2.

Molecular Weight:191.16
XLogP3:2.9
Hydrogen Bond Acceptor Count:3
Exact Mass:191.03825660
Monoisotopic Mass:191.03825660
Topological Polar Surface Area:45.8
Heavy Atom Count:14
Complexity:229
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes