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A method using [rmim][oso 2 The method for synthesizing salidroside with or]-lewis acid ionic liquid system

A salidroside and ionic liquid technology, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, chemical/physical processes, etc.

Active Publication Date: 2021-04-09
ZAOZHUANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at various problems existing in various salidroside chemical synthesis methods in the prior art, the present invention provides a method using [Rmim][OSO 2 OR]-Lewis acid ionic liquid system for the synthesis of salidroside compounds, the inventor improved the existing ionic liquid system catalyzed green O-glycosidation research work, developed a class of [Rmim ][OSO 2 OR]-type ionic liquids were established using [Rmim][OSO 2 The ionic liquid system composed of OR] and Lewis acid is used as a green solvent and catalyst to implement a new method for the chemical synthesis of salidroside compounds

Method used

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  • A method using [rmim][oso <sub>2</sub> The method for synthesizing salidroside with or]-lewis acid ionic liquid system
  • A method using [rmim][oso <sub>2</sub> The method for synthesizing salidroside with or]-lewis acid ionic liquid system
  • A method using [rmim][oso <sub>2</sub> The method for synthesizing salidroside with or]-lewis acid ionic liquid system

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Effect test

Embodiment 1

[0035] Room temperature ionic liquid 1-methyl-3-ethylimidazolium monoethyl sulfate [Emim] [OSO 2 Synthesis of OE]: Disperse 100 mmol of N-methylimidazole in 30 mL of toluene, add 100 mmol of diethyl sulfate dropwise while stirring at 0°C, and control the temperature of the reaction system during the dropping process to less than 40°C , after the dropwise addition, the reaction system was reacted at room temperature again, and the reaction was completed after 1 hour to obtain a two-phase mixture, the upper toluene phase was separated, and the lower ionic liquid phase was washed three times with ethyl acetate, then evaporated by a rotary evaporator, and dried in vacuo , to obtain a colorless viscous ionic liquid——1-methyl-3-ethylimidazole monoethyl sulfate [Emim][OSO 2 OE], yield 98.3%.

Embodiment 2

[0037] Room temperature ionic liquid 1,3-dimethylimidazolium monomethyl sulfate [Mmim] [OSO 2 OM] synthesis: disperse 100 mmol of N-methylimidazole in 30 mL of toluene, add 100 mmol of dimethyl sulfate dropwise while stirring at 0°C, control the temperature of the reaction system during the dropping process to be less than 40°C, drop After the addition was completed, the reaction system was reacted at room temperature again. After 1 hour, the reaction was completed, and a two-phase mixture was obtained. The upper toluene phase was separated, and the lower ionic liquid phase was washed three times with ethyl acetate, then rotary evaporated by a rotary evaporator, and dried in vacuo to obtain Colorless viscous ionic liquid——1,3-Dimethylimidazolium monomethyl sulfate [Mmim][OSO 2 OM], yield 97.6%.

Embodiment 3

[0039] Room temperature ionic liquid 1-methyl-3-isopropylimidazolium monopropyl sulfate [Prmim] [OSO 2 OP] synthesis: disperse 100mmol N-methylimidazole in 30 mL of toluene, add 100 mmol of dipropyl sulfate dropwise while stirring at 0°C, control the temperature of the reaction system during the dropping process to be less than 40°C, drop After the addition was completed, the reaction system was reacted at room temperature again. After 1 hour, the reaction was completed, and a two-phase mixture was obtained. The upper toluene phase was separated, and the lower ionic liquid phase was washed three times with ethyl acetate, then rotary evaporated by a rotary evaporator, and dried in vacuo to obtain Colorless viscous ionic liquid——1-methyl-3-isopropylimidazolium monopropyl sulfate [Prmim][OSO 2 OP], yield 98.2%.

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Abstract

The invention belongs to the technical field of catalytic synthesis, in particular to a method using [Rmim][OSO 2 OR] ‑Lewis acid ionic liquid system synthesizes the method for salidroside. The method utilizes ionic liquid [Rmim][OSO 2 OR] Synthesis of salidroside compounds. The synthesis of the ionic liquid provided by the invention only needs one-step reaction, and 100% of the atoms of the raw materials are utilized in the synthesis reaction of the ionic liquid, which is an atom-economical reaction with simple operation. The method provided by the invention is environmentally friendly, has mild reaction conditions and simple post-treatment, and solves the cumbersome synthesis, thermal energy consumption, and atomic Problems such as waste and environmental pollution caused by non-atomic economic reactions are solved, and at the same time, problems such as environmental pollution and cumbersome post-processing caused by the chemical synthesis of salidroside drugs in existing organic solvents are solved.

Description

technical field [0001] The invention belongs to the technical field of catalytic synthesis, in particular to a method using [Rmim][OSO 2 OR]-Lewis acid ionic liquid system to synthesize the method of salidroside. Background technique [0002] Salidroside (Formula Ⅰ) is the main bioactive component of Sedum genus, which has various pharmacological effects such as anti-hypoxia, anti-fatigue, anti-hepatic fibrosis, anti-kidney damage, anti-tumor, and anti-radiation. Therapeutic drugs, health food and herbal decoction pieces with Tianglycoside as the main active ingredient have been listed. At present, the salidroside sold in the market is mainly extracted from Sedum genus plants. Since these plants mostly grow in high-altitude areas, the resources are scarce, and the content of salidroside is relatively low, which causes the The supply of salidroside is in short supply and the price is expensive; however, the use of cell fermentation to culture salidroside not only has a low ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/18C07H1/00B01J31/02
CPCB01J31/0284B01J31/0298C07H1/00C07H15/18Y02P20/55
Inventor 周峰岩张文志孔晓宇袁亚茹李素婉
Owner ZAOZHUANG UNIV