US 12,404,231 B2
Method for preparing trifluoromethyl aromatic compound
Huiyue Li, Jingdezhen (CN); Yinghui Chen, Jingdezhen (CN); Jinhua Yan, Jingdezhen (CN); Haihong Wen, Jingdezhen (CN); Jian Yao, Jingdezhen (CN); and Weifeng Tao, Jingdezhen (CN)
Assigned to Jingdezhen Fushine Life Technology Co., Ltd., Jingdezhen (CN)
Appl. No. 18/857,747
Filed by JINGDEZHEN FUSHINE LIFE TECHNOLOGY CO., LTD., Jingdezhen (CN)
PCT Filed Mar. 7, 2024, PCT No. PCT/CN2024/080491
§ 371(c)(1), (2) Date Oct. 17, 2024,
PCT Pub. No. WO2025/156371, PCT Pub. Date Jul. 31, 2025.
Claims priority of application No. 202410102233.6 (CN), filed on Jan. 24, 2024.
Prior Publication US 2025/0257028 A1, Aug. 14, 2025
Int. Cl. C07C 209/84 (2006.01); C07C 209/74 (2006.01)
CPC C07C 209/84 (2013.01) [C07C 209/74 (2013.01)] 7 Claims
 
1. A method for preparing a trifluoromethyl aromatic compound, comprising:
mixing a trichloromethyl aromatic compound with an organic alkali hydrofluoride to obtain a mixture, and subjecting the mixture to fluorination to obtain a reaction solution, wherein a molar ratio of the trichloromethyl aromatic compound to the organic alkali hydrofluoride is in a range of 1: (1-3);
subjecting the reaction solution to solid-liquid separation to obtain an organic alkali hydrochloride wet product and a filtrate, drying the organic alkali hydrochloride wet product, and condensing and recycling a gas generated during the drying to obtain a condensed product; and
purifying the filtrate and the condensed product by rectification to obtain the trifluoromethyl aromatic compound;
wherein the trichloromethyl aromatic compound comprises one selected from the group consisting of a trichloromethyl benzene compound and a trichloromethyl pyridine compound: the trichloromethyl benzene compound has a structure as shown in Formula I; and the trichloromethyl pyridine compound has a structure as shown in Formula II;

OG Complex Work Unit Chemistry
 wherein
in Formula I: R1 is halogen and R2 is —NO2; and in Formula II: R is halogen; and
under the condition that a pot residue obtained from the rectification comprises one or more selected from the group consisting of the trichloromethyl aromatic compound, a monofluoro substitute and a difluoro substitute thereof, the method further comprising: returning the pot residue obtained from the rectification to the fluorination for reuse.