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New method for synthesizing loxoprofen sodium

A technology of loxoprofen sodium and a synthetic method, which is applied in the field of organic compound synthesis, can solve the problems of complex synthetic route of loxoprofen sodium, expensive raw materials, low synthesis yield, etc., and achieve environmental protection, convenient post-processing, Composite simple effects

Inactive Publication Date: 2019-05-28
PANJIN GELIN KAIMO TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0003] At present, most of the synthetic routes of loxoprofen sodium are relatively complicated, the synthetic yield is low, and the raw materials are expensive and difficult to obtain.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] A kind of synthetic new method of loxoprofen sodium, this synthetic method comprises the steps:

[0012] Step 1: Put 24.3 g of 2-(4-bromomethyl)phenylpropionic acid and 64 g of methanol into the reaction flask, stir evenly, add 19.6 g of concentrated sulfuric acid dropwise at 0-5 °C, add dropwise After completion of the reaction for 6 h, add 50 mL of water, extract with 200 mL of toluene, separate layers, wash the organic layer with saturated sodium carbonate solution, wash with water until neutral, dry, and concentrate to dryness under reduced pressure to obtain 25.2 g of compound Methyl 2-(4-bromomethylphenyl)propionate (I) is a colorless oily liquid with a yield of 98% and a purity of 96% by HPLC.

[0013] 1H-NMR (CDCl3): 1.47 (d, 3H, J = 7.5 Hz), 3.63 (S, 3H ), 3.72 (q, H, J = 7.5 Hz), 4.45 (S, 2H ), 7.26 (dd, 2H, J = 1.5, 6.5 Hz), 7.33 (dd, 2H, J = 1.5, 6.5 Hz). Step 2: Put 15.7 g of 2-ethoxycarbonylcyclopentanone and 50 mL of toluene into the reaction flask, sti...

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PUM

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Abstract

The invention belongs to the field of synthesis of organic matters and specifically relates to a new method for synthesizing loxoprofen sodium. The synthesis method is characterized by taking 2-(4-bromomethyl) phenylpropionic acid as a raw material and performing a 4-step reaction to prepare the loxoprofen sodium. The new method for synthesizing the loxoprofen sodium adopted by the invention has the effects that the yield is increased and the industrial prospect is good.

Description

technical field [0001] The invention belongs to the field of organic compound synthesis, and in particular relates to a new method for synthesizing loxoprofen sodium. Background technique [0002] Loxoprofen sodium (1oxoprofen sodium) is an important 2-phenylpropionic acid non-steroidal anti-inflammatory analgesic, which was developed and marketed by Sankyo Company in Japan in 1986. It has high anti-inflammatory, analgesic and antipyretic properties. effect, and the gastrointestinal side effects are small. Compared with similar clinical drugs, loxoprofen sodium has the following characteristics: stronger (better clinical effect), faster (the plasma concentration reaches the peak within 30 minutes after oral administration), and safer (less side effects). The other feature is that it has a wide range of indications, and can be widely used clinically for anti-inflammatory and analgesic treatment of rheumatoid arthritis, low back pain, frozen shoulder, neck, shoulder and wrist...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/65C07C67/343C07C69/757C07C51/09C07C51/38C07C51/41C07C59/86
Inventor 宫宁瑞
Owner PANJIN GELIN KAIMO TECH CO LTD
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