4-Fluorophenol → HCID 58757382, compound

Participants

Reaction Steps

prepared following the procedure of Example 1 step 6 using the alcohol from Step 2 (121 mg, 0.29 mmol), 4-fluorophenol (49 mg, 0.44 mmol), PPh3 (113 mg, 0.44 mmol), and DIAD (85 mg, 0.44 mmol). The crude mixture was purified by column chromatography on silica eluting with 70% Et2O/iso-hexane and then by normal phase preparative HPLC to yield the ether (2.0 mg, 1%). 1H NMR (CDCl3, 500 MHz) δ 7.60-7.45 (3H, m), 7.36-7.30 (1H, m), 7.00-6.90 (4H, m), 6.28 (1H, s), 5.40 (1H, q, J=6.6 Hz), 4.90 (1H, s), 3.53-3.42 (4H, m), 1.82 (6H, s), 1.69 (3H, d, J=6.5 Hz), 1.40 (3H, t, J=7.2 Hz). MS (ES+) C24H27F4N3O3S requires: 513, found: 514 (M+H+, 100%).

Provenance & Evidence