Preparation method for triphenylchloromethane

Patent metadata

Field	Value
Publication number	US-12091375-B2
Application number	US-202017616454-A
Country	US
Kind code	B2
Filing date	Jan 6, 2020
Priority date	Jun 5, 2019
Publication date	Sep 17, 2024
Grant date	Sep 17, 2024

Abstract

Disclosed is a preparation method for triphenylchloromethane, comprising the following steps: adding hydrochloric acid or a mixture of hydrochloric acid and Lewis acid to a mixture of triphenylmethanol and an organic solvent; stirring for reaction; removing the water layer after the completion of reaction to obtain an organic solution containing triphenylchloromethane. In the method, the conversion rate of triphenylmethanol is almost quantitative to be above 99%, and the content of triphenylchloromethane in the product obtained is above 99%. The operation is simple, and no waste gas is generated. Therefore, the method is environmentally friendly and suitable for industrialized production and can achieve better economic benefits.

First claim

The invention claimed is:

1. A method for preparing triphenylchloromethane, comprising the following steps:
adding a mixture of hydrochloric acid and Lewis acid to a mixture of triphenylmethanol and an organic solvent, reacting at 5-35° C. under stirring, separating a product from an organic phase after the reaction is completed to obtain a solid containing triphenylchloromethane; and
obtaining triphenylchloromethane after drying; wherein the reaction scheme is as follows:

wherein the molar concentration of hydrochloric acid is 1-10 mol/L and
wherein the molar ratio of hydrochloric acid to Lewis acid is 1.1-1:0.01.

2. The method of claim 1 , wherein Lewis acid is at least one of anhydrous calcium chloride, anhydrous aluminum chloride, anhydrous ferric chloride and anhydrous zinc chloride.

3. The method of claim 1 , wherein the molar concentration of hydrochloric acid is 3-10 mol/L.

4. The method of claim 1 , wherein the molar ratio of hydrochloric acid to triphenylmethanol is 15:1-1.5:1.

5. The method of claim 1 , wherein the molar ratio of hydrochloric acid to Lewis acid is 1:0.1-1:0.01.

6. The method of claim 1 , wherein the reaction temperature is 15-25° C.; and the reaction time is 0.5 to 10 hours.

7. The method of claim 1 , wherein the organic solvent is at least one of tetrahydrofuran, 2-methyltetrahydrofuran, carbon disulfide, nitromethane, acetonitrile, chlorinated alkane, aromatic hydrocarbon, an ether solvent, an ester solvent and a ketone solvent.

8. The method of claim 7 , wherein the chlorinated alkane is at least one of dichloromethane, chloroform, carbon tetrachloride, 1,1-dichloroethane, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane and 1,1,2,2-tetrachloroethane; the aromatic hydrocarbon is at least one of toluene, chlorobenzene and nitrobenzene; the ether solvent is at least one of ethyl ether, propyl ether, isopropyl ether and butyl ether; the ester solvent is at least one of methyl acetate, ethyl acetate, propyl acetate, butyl acetate, isopropyl acetate, isobutyl acetate, pentyl acetate and isoamyl acetate; and the ketone solvent is at least one of acetone, butanone and methyl isobutyl ketone.

9. The method of claim 7 , wherein the chlorinated alkane is dichloromethane.

10. The method of claim 7 , wherein the aromatic hydrocarbon is toluene.

11. The method of claim 7 , wherein the ether solvent is isopropyl ether.

12. The method of claim 1 , wherein the drying is a vacuum drying; the drying temperature is 40-60° C.; and the drying time is 1-6 hours.

13. The method of claim 1 , wherein the method further comprises recrystallizing the solid.

14. The method of claim 13 , wherein a solvent for recrystallizing is at least one of petroleum ether, toluene, cyclohexane n-hexane, n-heptane, ethyl acetate, acetone and methyl isobutyl ketone.

15. The method of claim 1 , wherein Lewis acid is anhydrous calcium chloride.

16. The method of claim 1 , wherein the molar concentration of hydrochloric acid is 3-8 mol/L.

17. The method of claim 1 , wherein the molar ratio of hydrochloric acid to triphenylmethanol is 10:1-1.5:1.

18. The method of claim 1 , wherein the molar ratio of hydrochloric acid to Lewis acid is 1:1-1:0.1.

19. The method of claim 1 , wherein the reaction time is 1 to 5 hours.

Assignees

• Linhai Huanan Chemical Co Ltd
• Zhejiang Huahai Pharm Co Ltd

Inventors

• Zhang Lu
• Tu Guoliang
• Xu Jianyue
• Jin Heping
• Wang Su
• Hu Qi
• Yang Sen
• Liu Heng

Classifications

• C07C17/16 Primary

  of hydroxyl groups · CPC title

• C07D257/04

  Five-membered rings · CPC title

• C07C257/04 Primary

  without replacement of the other oxygen atom of the carboxyl group, e.g. imino-ethers · CPC title

• C07C22/04

  containing six-membered aromatic rings · CPC title