Methanol → HCID 86682803, compound

Participants

Reaction Steps

To a solution of (4-bromo-2-chloro-5-trifluoromethoxy-phenyl)-methanol (6.6 g, 21.61 mmol) in methanol (70 mL) was added 2-methyl-prop-2-yl-hydroperoxide (14.4 mL, 86.42 mmol), and potassium iodide (0.72 g, 4.32 mmol), The reaction mixture was stirred under reflux for 48 h and sat. sodium thiosulfate (20 mL) was added. The reaction mixture was concentrated and extracted with EtOAc (3×100 mL). The organic layers were combined, washed with brine, dried over sodium sulfate, concentrated, and purified by HPLC to provide the title intermediate (2.86 g, 39% yield). (m/z): [M+H]+ calcd for C9H5BrClF3O3 332.91; 334.91. found 332.9; 334.9. 1H NMR (400 MHz, CDCl3): δ(ppm) 7.79 (s, 1H), 7.77 (s, 1H), 3.94 (s, 3H).

Provenance & Evidence