Synthesis
The general procedure for the synthesis of bis(4-dimethylsilyl)phenyl ether from the compound (CAS: 31353-78-3) and p-bromophenyl dimethylhydrosilane was as follows: p-bromophenyl dimethylhydrosilane (10.0 g, 46.5 mmol), copper iodide (44.3 mg, 0.233 mmol) and benzotriazole (55.4 mg, 0.465 mmol), followed by the addition of dimethyl sulfoxide (50 mL, 5 mL/g). The mixture was stirred at room temperature for 30 min, then 4-dimethylsilanol (8.50 g, 55.8 mmol) and sodium tert-butoxide (6.26 g, 65.1 mmol) were added. The reaction mixture was stirred at 95-100 °C for 18 hours. After completion of the reaction, water and ethyl acetate were added for extraction, the organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The reaction mixture was analyzed by HPLC to determine the ratio of impurities A and B as well as the content of target compounds, and the results are shown in Table 2. Finally, the reaction mixture was further purified by fast column chromatography (petroleum ether:dichloromethane = 5:1) and structurally characterized by 1H-NMR.
