Hydrogen Peroxide → HCID 86713397, compound

Participants

Reaction Steps

To a stirred solution of methyl 2-(4-hydroxyphenyl)acetate (1.80 g, 10.83 mmol) in acetonitrile (35 mL) was added 1H-tetrazole (3% 1H-tetrazole in MeCN, 65.0 mL, 22.1 mmol), followed by di-tert-butyl diethylphosphoramidite (5.91 g, 23.70 mmol). The reaction mixture was stirred at room temperature for 35 min and concentrated to give a solid. To this solid in 50 mL of DCM was added 30% H2O2 (30 mL). The resulting mixture was stirred at room temperature for 30 min and diluted with DCM. The organic phase was separated, washed sequentially with water, saturated NaHCO3 solution, and brine, then concentrated. The residue was purified by silica gel chromatography (hexane/EtOAc) to afford Preparation 44B (3.94 g, 100%). 1H NMR (400 MHz, CDCl3) δ 7.25-7.14 (m, 4H), 3.69 (s, 3H), 3.59 (s, 2H), 1.51 (s, 18H).

Provenance & Evidence