Continuous-flow reaction method for asymmetric allyl alkylation reaction

An allyl alkylation, asymmetric technology, applied in chemical instruments and methods, catalysts, organic chemistry, etc., can solve the problems of dangerous operation, high economic cost, and achieve the effects of rapid reaction, high economic cost and safe use

Pending Publication Date: 2021-11-30
HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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  • Abstract
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Problems solved by technology

[0005] (3) Using active metal reagents, the operation is dangerous and the economic cost is high
However, due to the diversity of chemical reaction types and the complexity of the process, each type of chemical reaction process, and ev

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  • Continuous-flow reaction method for asymmetric allyl alkylation reaction
  • Continuous-flow reaction method for asymmetric allyl alkylation reaction
  • Continuous-flow reaction method for asymmetric allyl alkylation reaction

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[0048] As used herein:

[0049] "Prepared from" is synonymous with "comprising". As used herein, the terms "comprises," "including," "has," "containing," or any other variation thereof, are intended to cover a non-exclusive inclusion. For example, a composition, step, method, article, or device comprising listed elements is not necessarily limited to those elements, but may include other elements not explicitly listed or inherent to such composition, step, method, article, or device. element.

[0050]The conjunction "consisting of" excludes any unspecified elements, steps or components. If used in a claim, this phrase will make the claim closed so that it does not contain material other than those described except for the customary impurities associated therewith. When the phrase "consisting of" appears in a clause of the body of a claim rather than immediately following the subject matter, it only defines the elements described in that clause; other elements are not exclud...

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Abstract

The invention relates to the technical field of chemical synthesis, in particular to a continuous-flow reaction method for an asymmetric allylic alkylation reaction. The method comprises the following steps: S1, respectively feeding substances participating in a template reaction into a continuous-flow reaction system through different flow paths, wherein the substances participating in the template reaction comprise a reaction substrate, a nucleophilic reagent and a catalyst, the nucleophilic reagent is a Grignard reagent; the catalyst comprises a copper salt, a chiral ligand and a solvent, the continuous-flow reaction system comprises a material conveying unit, a mixing unit, a reaction unit and a collecting unit, and the reaction unit comprises a reactor and a temperature control module; and S2, adjusting reaction parameters to obtain an asymmetric allyl alkylation reaction product. According to the method, the Grignard reagent is used as the nucleophilic reagent, the cuprous salt and the chiral ligand which are low in price and toxicity are selected as catalysts, and a continuous flow means is adopted, so the reaction is safer, reaction conditions are milder, operation is easier, reaction time is greatly shortened, and enlarged production is easier to realize.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a continuous flow reaction method of an asymmetric allyl alkylation reaction. Background technique [0002] Asymmetric allyls are an important class of intermediates in organic synthesis, and are widely used in the design of many drugs and the synthesis of other products. At present, the copper-catalyzed asymmetric allyl carbon-carbon bond construction using Grignard reagents often has high regioselectivity, and is an important method for the synthesis of target chiral small molecules. There are still some bottlenecks in the industrialization of copper-catalyzed asymmetric allylic alkylation using Grignard reagents, mainly in the following three aspects: [0003] (1) Long reaction time: the batch reaction time of this type of reaction may take 1-2 hours or longer. [0004] (2) Severe reaction temperature conditions: Generally, laboratories use Grignard reagents to ca...

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Application Information

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IPC IPC(8): C07C1/32C07C13/20C07C13/28
CPCC07C1/326C07C2601/16C07C2601/08C07C2601/14C07C2531/18C07C13/20C07C13/28
Inventor 游恒志宋晓
Owner HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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