The preparation method of (s)-(-)-1,1,2-triphenyl-1,2-ethanediol

Abstract

The present invention relates to a preparation method of (S)-(-)-1,1,2-triphenyl-1,2-ethylene glycol, which is characterized in that methyl mandelate and phenylmagnesium bromide are respectively dissolved Make methyl mandelate solution and phenylmagnesium bromide solution after solvent; The methyl mandelate solution that makes and phenylmagnesium bromide solution are imported into the first microchannel reactor by a metering pump and carry out main reaction respectively, The reaction solution obtained after the reaction directly flows into the second microchannel reactor, and when the reaction solution flows into the second microchannel reactor, the acidic aqueous solution is input into the second microchannel reactor through a metering pump for quenching reaction, and the quenching reaction ends After obtaining the reaction solution, the reaction solution was separated into layers to take the organic phase, dried and concentrated under reduced pressure, and then recrystallized with toluene to obtain the finished product (S)-(-)-1,1,2-triphenyl-1 ,2‑ethylene glycol. The invention has the advantages of high yield and rapid reaction.

Description

technical field [0001] The invention relates to a preparation method of (S)-(-)-1,1,2-triphenyl-1,2-ethanediol, in particular to the preparation of (S)-(-)- 1,1,2-Triphenyl-1,2-ethanediol method. Background technique [0002] (S)-(-)-1,1,2-triphenyl-1,2-ethylene glycol is an important intermediate for the preparation of optically active medicines, pesticides and functional materials, and its structural formula is as follows ( ): [0003] [0004] Its main synthesis method is: in the solution of Grignard reagent phenylmagnesium bromide, slowly add the solution of methyl mandelate dropwise at a certain temperature, keep warm for reaction, and obtain the product after post-processing, the reaction formula is as follows: [0005] [0006] The main references are 1. Advanced Synthesis and Catalysis; vol. 352; nb. 14-15; (2010); p. 2611-2620: 0-20°C under the protection of inert gas in tetrahydrofuran solvent, reaction for 50h, post-processing to obtain the product ; 2. ...

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Problems solved by technology

[0007] Most of the methods reported in the above literature use conventional reaction devices, most of the reaction time is very long, some even reach 50 hours, and the yield is generally not high. The reason for the analysis may be 1), due to the limitation of the mixing effect of the reactor, It is easy to produce incomplete reaction, resulting in a high proportion of impurity (S)-2-hydroxy-1,2-diphenylethanone in the product, and its structural formula is as follows (II); 2), after the reaction is completed, add When hydrochloric acid is quenched, the local acid concentration is too high, and dehydration side reactions occur, resulting in the generation of impurity 1,2,2-triphenylvinyl alcohol, whose structural formula is as follows ( )

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