HCID 22915464, compound → HCID 22915452, compound

Participants

Reaction Steps

To a solution in THF (15 mL) of O-benzyl-4-[3-(4-fluorophenyl)phenoxy]butanohydroxamic acid (0.29 g, 0.77 mmol), prepared as in step 3, was added 10% palladium on carbon (0.107 g) and the mixture was stirred overnight under a positive H2 pressure. Purification by reverse phase high performance liquid chromatography gave 4-[3-(4-fluorophenyl)phenoxy]butanohydroxamic acid (57 mg) as a white solid. 1H NMR (DMSO-d6) δ 1.94 (m, 2H), 2.16 (t, 2H, J=7 Hz), 4.03 (t, 2H, J=6 Hz), 6.92 (dd, 1H, J=2, 8 Hz), 7.16 (m, 1H), 7.20 (d, 1H, J=7 Hz), 7.28 (t, 2H, J=9 Hz), 7.37 (t, 1H, J=8 Hz), 7.71 (dd, 2H, J=5, 8 Hz), 8.71 (s, 1H), 10.42 (s, 1H). MS (DCI/NH3) 307 (M+NH4+, 100), 290 (M+H+, 30). Anal. Calcd for: C16H16FNO3 : C, 66.43; H, 5.57; N, 4.84. Found: C, 66.04; H, 5.48; N, 4.78.

Provenance & Evidence