Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method of benzhexol hydrochloride

A technology of trihexyphenidyl hydrochloride and piperidine hydrochloride, which is applied in the field of medicine, can solve the problems of low boiling point, high risk, flammability and explosion, and achieve the effect of simple operation, low cost and easy operation

Active Publication Date: 2016-01-06
JIANGSU TASLY DIYI PHARMA CO LTD
View PDF2 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The Grignard addition reaction is an important reaction step, and anhydrous ether is generally used as a solvent. Anhydrous ether has the characteristics of low boiling point, flammability and explosion, and has high requirements on the operating environment and process, and is extremely dangerous.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of benzhexol hydrochloride
  • Preparation method of benzhexol hydrochloride
  • Preparation method of benzhexol hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] (1) Add 10 g of magnesium chips and 100 g of tetrahydrofuran into a three-necked flask, dropwise add 15 g of 10% bromoethane tetrahydrofuran solution, stir, and dropwise add 50 g of liquid A and 75 g of liquid B after the temperature rises, heat to 40° C. for 1 hour, Then the temperature was raised to 60°C for 1 hour, and the temperature was lowered to 20°C.

[0049] (2) Add 50 g of piperidine hydrochloride propiophenone, and after the addition, the internal temperature rises to 60° C. and keeps warm for 4 hours. Set the temperature at 70°C to start distillation, and cool down to 20°C with ice brine after distillation.

[0050] (3) Add 15% (g / g) hydrochloric acid solution, after adding, heat to 65°C and keep it warm for 30 minutes;

[0051] (4) Suction filtration and drying at 70°C to obtain 43.5 g of the crude product as a white powder with a molar yield of 65.3% and a content of 99.2% as measured by HPLC.

[0052] In the step (1), liquid A is 3% tetrahydrofuran solu...

Embodiment 2

[0054] (1) Add 15 g of magnesium chips and 150 g of tetrahydrofuran to a three-necked flask, dropwise add 15 g of 10% bromoethane tetrahydrofuran solution, stir, and dropwise add 25 g of liquid A, 100 g of liquid B after the temperature rises, heat to 50° C. for 1 hour, Then heat up to 70°C for 1 hour, then cool down to 20°C;

[0055] (2) Add 50 g of piperidine hydrochloride propiophenone, and after the addition, the inner temperature rises to 70° C. and keeps warm for 4 hours. Set the temperature at 70°C to start distillation, and cool down to 20°C with ice brine after distillation.

[0056] (3) Add 15% (g / g) hydrochloric acid solution, after the addition is completed, heat to 60° C. and keep it warm for 60 minutes;

[0057] (4) Suction filtration and drying at 70° C. to obtain 44.2 g of the crude product as a white powder, the molar yield is 66.4%, and the content measured by HPLC is 99.1%.

[0058] In the step (1), liquid A is 3% tetrahydrofuran solution of chlorocyclohex...

Embodiment 3

[0060] (1) Add 10 g of magnesium chips and 100 g of tetrahydrofuran to a three-necked flask, dropwise add 25 g of 10% bromoethane tetrahydrofuran solution, stir, and dropwise add 50 g of liquid A and 100 g of liquid B after the temperature rises, heat to 40° C. for 1 hour, Then heat up to 65°C for 1 hour, then cool down to 20°C;

[0061] (2) Add 50 g of piperidine hydrochloride propiophenone, and after the addition, the internal temperature rises to 65° C. and keeps warm for 4 hours. Set the temperature at 70°C to start distillation, and cool down to 20°C with ice brine after distillation.

[0062] (3) Add 15% (g / g) hydrochloric acid solution, after the addition is complete, heat to 60°C and keep it warm for 30 minutes;

[0063] (4) Suction filtration and drying at 70° C. to obtain 40.6 g of the crude product as a white powder, the molar yield is 61.0%, and the content measured by HPLC is 99.4%.

[0064] In the step (1), liquid A is 3% tetrahydrofuran solution of chlorocyclo...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to the technical field of medicines, and concretely relates to a preparation method of a Parkinson disease treatment medicine benzhexol hydrochloride. The preparation method comprises the following steps: 1, adding tetrahydrofuran to a reaction bottle, adding magnesium chips, sequentially adding 5-10% of a bromoethane tetrahydrofuran solution, a solution A and a solution B into the reaction bottle in a dropwise manner while stirring, carrying out a heat insulation reaction after the dropwise addition is finished, and cooling; 2, adding piperidylpropiophenone hydrochloride, heating, carrying out a heat insulation reaction, distilling, and cooling after the distillation is finished; 3, adding a hydrochloric acid solution, heating and carrying out heat insulation after the addition, and cooling; and 4, filtering the above obtained mixture, washing the obtained filter cake by using water, and drying to obtain benzhexol hydrochloride.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a preparation method of trihexyphenidyl hydrochloride, a drug for treating Parkinson's disease. Background technique [0002] Trihexyphenidyl Hydrochloride, chemical name: 1-cyclohexyl-1-phenyl-3-(1-piperidinyl)-propanol hydrochloride, structural formula is as follows: [0003] [0004] Trihexyphenidyl hydrochloride is a central anticholinergic and anti-Parkinson's disease drug, which is used for the treatment of senile tremor. The balance of dopamine and acetylcholine in the brain of patients with Kinson's disease improves the symptoms of Parkinson's disease. [0005] Trihexyphenidyl hydrochloride, as a commonly used anti-Parkinson's disease drug, has been marketed abroad in the 1950s. On the basis of foreign technology, it was launched in China in the 1960s. Representative manufacturers include Shanghai Sixth Pharmaceutical Factory and Changzhou Kangpu Pharmaceutical Co., ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/092
Inventor 刘金平朱占元刘文杰
Owner JIANGSU TASLY DIYI PHARMA CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com