Sodium Perborate → HCID 117802896, compound

Participants

Reaction Steps

To a solution of 144g (16.0 g, 40.9 mmol) in THF (200 mL) and H2O (200 mL) was added sodium perborate (26.4 g, 171.8 mmol) in one portion at RT under N2. See FIG. 3. The mixture was stirred at room temperature for 8 h. The mixture was filtered and the filtration was extracted with EtOAc (400 mL×5). The combined organic phase was washed with saturated brine (200 mL×2), dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (PE/EA=30/1, 5/1) to afford 9.50 g (82.6%) of tert-butyl 8-fluoro-6-hydroxy-1-oxo-3,4-dihydroisoquinoline-2(1H)-carboxylate 144h. 1H NMR (400 MHz, CDCl3) δ 6.56-6.60 (d, J=13.6 Hz, 1H), 6.49 (s, 1H), 3.83-3.86 (m, 2H), 2.82-2.84 (m, 2H), 1.49 (s, 9H), 1.20 (s, 1H).

Provenance & Evidence