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A method of synthesizing the silybin phenolic ether derivatives as shown in Formula I-d is as follows:1) Add 8.00 g (0.20 mol) NaOH, 80 ml water to a 250 ml three-necked flask.Stir to dissolve it evenly. 24.96 g (0.12 mol) of tetraethylene glycol monomethyl ether was added to 50 ml of THF to be uniformly dissolved, then added to the above-mentioned three-necked flask and uniformly mixed with the NaOH solution.The mixture was stirred in an ice bath at 0 55 C. and thoroughly deoxygenated with nitrogen. 22.88 g (0.12 mol) of p-toluenesulfonyl chloride and 40 ml of THF were mixed well, and then slowly added dropwise to the above three-necked flask. The dropping process kept the temperature of the reaction liquid. After exceeding 10C, the reaction was continued for 6 hours after completion of the dropwise addition to stop the reaction.The reaction solution was extracted three times with diethyl ether, and the ether extract was washed with water until neutral and then dried over anhydrous magnesium sulfate. After filtration and rotary evaporation, the ether was removed.This gave 40.83 g (yield: 94%) of the corresponding p-toluenesulfonate of formula III-b,

The synthetic route of 23783-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Physics And Chemistry Technology Institute; Zhao Yuxia; He Ru; Wu Feipeng; (18 pag.)CN105037337; (2018); B;,
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