A kind of preparation method of s-(+)-3-quinine alcohol
A technology of quinine alcohol and acetyloxyquinuclidone, which is applied in the field of organic compound preparation, can solve the problems of low purity of S-(+)-3-quinine alcohol, cumbersome operation, and low reaction yield, etc. Achieve the effects of improving product purity and reaction yield, reducing environmental pollution, and simple preparation methods
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
preparation example Construction
[0021] The invention provides a kind of preparation method of S-(+)-3-quinine alcohol, comprising:
[0022] A) mixing and reacting the leftovers from the preparation of R-(-)-3-quinine alcohol with an alkaline compound solution to obtain a mixed solution of S-(+)-3-quinine alcohol;
[0023] B) adding alcohol to the mixed solution of S-(+)-3-quinine alcohol obtained in step A), and removing the solid by filtration to obtain the crude product of S-(+)-3-quinine alcohol;
[0024] C) recrystallizing the crude S-(+)-3-quinine alcohol obtained in step B) to obtain S-(+)-3-quinine alcohol;
[0025] The leftovers for the preparation of R-(-)-3-quinuclidinol include: S-(+)-acetyloxyquinuclidone tartrate, R-(-)-acetyloxyquinuclidone Tartrate and acetic acid, the content of the R-(-)-acetyloxyquinuclidinone tartrate is less than 10wt%.
[0026] The invention uses the leftovers of R-(-)-3-quinine alcohol as raw material, deprotects in alkaline solution, prepares S-(+)-3-quinine alcohol,...
Embodiment 1
[0038] Dissolve 43.8g of sodium methoxide in 115g of methanol to obtain a sodium methoxide solution, add 100g of leftovers produced during the production of R-(-)-3-quinine alcohol to the sodium methoxide solution under stirring conditions, and heat up to 60°C ~65 ℃ of reaction 30min, obtain S-(+)-3-quinine alcohol mixed solution, the S-(+)-acetyloxyquinuclidinone tartrate of 75wt% is contained in the leftovers, 3.5wt% R-(-)-acetyloxyquinuclidone tartrate and 4.5wt% acetic acid; after the reaction, the reaction system was cooled to below 30°C and 300 g of propanol was added, and stirred for 30 minutes, a large amount of solids were precipitated. Remove the solid by suction filtration, wash the filter cake with 50 g of methanol, then combine the washings and the filtrate, and distill off the solvent under reduced pressure to obtain the crude product of S-(+)-3-quinine alcohol; then add ethyl acetate to the crude product obtained 500g, heated to reflux for 30min, then cooled the...
Embodiment 2
[0042] 31.3g sodium butoxide is dissolved in 82g butanol to obtain sodium butoxide solution, add the leftovers that 100g produces in the process of producing R-(-)-3-quinine alcohol under stirring condition in described sodium butoxide solution, Raise the temperature to 50°C-55°C and react for 40 minutes to obtain a mixed solution of S-(+)-3-quinuclidinol, the leftovers containing 70wt% of S-(+)-acetyloxyquinuclidinone tartrate , 4.5wt% of R-(-)-acetyloxyquinuclidinone tartrate and 8wt% of acetic acid; after the reaction, the reaction system was cooled to below 30°C and 230g of butanol was added, and then stirred for 30min, a large amount of Solid is separated out, and suction filtration removes solid, washes filter cake with 35g butanol, then washing liquid and filtrate are combined, decompression distillation removes solvent, obtains S-(+)-3-quinine alcohol crude product; Then in the crude product that obtains Add 350g of chloroform, heat and reflux for 30min, then cool the ...
PUM
| Property | Measurement | Unit |
|---|---|---|
| optical rotation | aaaaa | aaaaa |
| optical rotation | aaaaa | aaaaa |
| optical rotation | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
Login to View More