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Method for recycling naproxen resolution solvent, resolving agent and by-product by overgravitational field

A high-gravity field and naproxen technology, applied in the separation/purification of carboxylic acid compounds, organic chemistry, etc., can solve the problems of ineffective recycling, inconsistent methanol concentration, and loss of octylglucamine, and achieve obvious environmental benefits and social benefits, uniform concentration, and reduced operating costs

Inactive Publication Date: 2009-08-26
ZHEJIANG CHARIOTEER PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the process of distillation, as the concentration of methanol decreases, the saturated vapor pressure increases, and the water in it will also evaporate, which makes the concentration of recovered methanol different, resulting in inability to effectively recycle and consume a large amount. However, the solution containing part of methanol, octylglucamine and L-naproxen has complex components and is difficult to recover
And octylglucamine has a certain solubility in hot methanol, resulting in the loss of octylglucamine

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] 530 kg of D, L-naproxen, 480 kg of octylglucamine, 1020 kg of methanol, and 680 kg of water were put into a 3000L stainless steel reaction kettle, and the temperature was raised to 50°C. After clearing, keep warm for half an hour, cool and crystallize. Cool down to 25°C, after the crystallization is complete, separate the solid and liquid to obtain solid D-naproxen octylglucamine salt and enter the next process; the obtained product contains octylglucamine, water, methanol, L-naproxen, and L-naproxen Produce octylglucamine salt and potassium hydroxide, enter the high-gravity rotating bed to recover methanol, add 1700 kg of water to dilute, adjust the pH to 12 with NaOH solution, cool down to 30°C, and recover 240 kg of octylglucamine through solid-liquid separation. Continue to concentrate the mother liquor to half of the original volume, add 175 kg of NaOH, raise the temperature to remove excess water to a temperature of 120° C., keep the temperature for 5 hours, and c...

Embodiment 2

[0024] 530 kg of D, L-naproxen, 480 kg of octylglucamine, 1020 kg of methanol, and 680 kg of water were put into a 3000L stainless steel reaction kettle, and the temperature was raised to 50°C. After clearing, keep warm for half an hour, cool and crystallize. Cool down to 30°C, after the crystallization is complete, separate the solid and liquid to obtain solid D-naproxen octylglucamine salt and enter the next process; the obtained product contains octylglucamine, water, methanol, L-naproxen, and L-naproxen Produce octylglucamine salt and potassium hydroxide, enter the high-gravity rotating bed to recover methanol, add 1700 kg of water to dilute, adjust the pH to 12 with NaOH solution, cool down to 35°C, and recover 239 kg of octylglucamine through solid-liquid separation. The mother liquor was further concentrated to half of the original volume, 175 kg of NaOH was added, the temperature was raised to remove excess water to 120°C, the temperature was kept for 5 hours, and 319....

Embodiment 3

[0026]530 kg of D, L-naproxen, 480 kg of octylglucamine, 1020 kg of methanol, and 680 kg of water were put into a 3000L stainless steel reaction kettle, and the temperature was raised to 50°C. After clearing, keep warm for half an hour, cool and crystallize. Cool down to 35°C, after the crystallization is complete, separate the solid and liquid to obtain solid D-naproxen octylamine salt and enter the next process; the obtained product contains octylglucamine, water, methanol, L-naproxen, and L-naproxen Produce octylglucamine salt and potassium hydroxide, enter the high-gravity rotating bed to recover methanol, add 1500 kg of water to dilute, adjust the pH to 12 with NaOH solution, cool down to 20°C, and recover 238 kg of octylglucamine through solid-liquid separation. Continue to concentrate the mother liquor to half of the original volume, add 175 kg of NaOH, raise the temperature to remove excess water to a temperature of 120° C., keep the temperature for 4 hours, and cool t...

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Abstract

The invention discloses a method for recycling naproxen resolution solvent, resolving agent and by-product by the overgravitational field. A solution containing a resolution solvent, a resolving agent such as N-n-octylglucamine, and by-product such as L-naproxen and L-naproxen N-n-octylglucamine salt after the separation of D- naproxen N-n-octylglucamine salt is firstly added in a overgravitational revolving bed for recycling resolution solvent, then the residual solution is diluted by water, the pH value is adjusted to 7 to 12, the resolving agent is recycled, the mother liquor is concentrated, the alkali C is added, the D,L- naproxen salt is obtained by the racemization reaction. The method adopts the overgravitational revolving bed to recycle the resolution solvent, the process is simple, the whole process is safe, steady and reliable, the operation and the maintenance are simple, the runing cost is greatly reduced, at the same time the production efficiency is improved; the obtained methanol is uniform, the recovery rate of the resolving agent and the D,L- naproxen salt is high, the obtained resolution solvent, resolving agent and D,L- naproxen salt can be directly reused, thus being resource-saving and having obvious environment benefit and social benefit.

Description

(1) Technical field [0001] The invention relates to a method for efficiently recovering a resolution solvent, a resolution agent and by-products of naproxen in a supergravity field. (2) Background technology [0002] Naproxen is a non-steroidal analgesic, anti-inflammatory, and antipyretic drug, and it is one of the most widely used and best-selling antipyretic and analgesic over-the-counter drugs in the world. The resolution of D, L-naproxen mainly uses optical resolution methods, most of which use optically active alkaline resolving agents, such as: octylglucamine, cinchonidine, dehydroabietylamine, etc. In particular, the resolution of naproxen using octylglucamine as a resolving agent is currently one of the most effective and economical methods. However, with environmental protection requirements and international competition, higher requirements are put forward for the recycling of solvents and materials, and the original methods for recycling solvents and materials h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C59/64C07C51/42
Inventor 蒲通王乃星范一陈恬杨益富李坚军
Owner ZHEJIANG CHARIOTEER PHARMA
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