A chemical resolution method for 3-hydroxyl-3-phenylpropionic acid compounds

Abstract

The invention discloses a chemical resolution method for 3-hydroxy-3-phenylpropionic acid compounds, which comprises the following steps: (1) 1 kg of racemic 3-hydroxy-3-phenylpropionic acid, 5 L ethyl acetate Add the ester to the reaction flask, add phenethylamine, reflux for 1 hour, cool down to 0-10°C for crystallization for 1 hour, and wash the filtered filter cake with 500 mL of ethyl acetate; (2) Add the final product obtained in (1) to In the reaction flask, add 5L of 2N hydrochloric acid and 5L of ethyl acetate; (3) keep stirring at 20‑30°C for 30 minutes, let stand to separate layers, extract the aqueous phase with 2L of ethyl acetate, combine the organic phases, wash with 5L of water, and wash with 5L of 10% chlorine Wash with sodium chloride, and concentrate the organic phase under reduced pressure to obtain 3-hydroxy-3-phenylpropionic acid, ee>99%, yield: 43%. The method of the invention can be applied to industrial production, and has the advantages of simple operation and low cost.

Description

technical field [0001] The invention relates to the technical field of chiral compound analysis, in particular to a chemical resolution method for 3-hydroxy-3-phenylpropionic acid compounds. Background technique [0002] Chiral compounds cannot be resolved by conventional analysis and preparation methods, and an asymmetric (chiral) environment needs to be introduced. There are many methods for enantiomer resolution, which can be mainly divided into two categories. Non-chromatographic and chromatographic methods. Generally speaking, no matter which method is used for separation, the basic principle is mostly based on the conversion of a mixture of enantiomers into diastereoisomers, and then using their differences in chemical or physicochemical properties to separate them, non-chromatographic methods and a brief introduction to chromatography is as follows: [0003] 1. Liquid chromatography method: Introduce a chiral selective agent into the mobile phase or bond the chiral...

AI Technical Summary

Problems solved by technology

However, the preparation of chiral stationary phase is difficult, and the versatility of the chiral column is poor, and the test sample sometimes needs to be derivatized before the column, which leads to high cost, limited production scale, and poor product quality.