Synthetic method of 1, 2-dioxetane compound

A technology of dioxetane and a synthesis method, applied in the field of chemiluminescence substrate synthesis, can solve problems such as difficulty in realizing large-scale production, difficulty in separation and purification, complicated process, etc., achieve easy process amplification and industrialization, and improve reaction Yield, effect of improving reaction conditions
CN103073589AInactive Publication Date: 2013-05-01HANGZHOU NORMAL UNIVERSITY

Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
HANGZHOU NORMAL UNIVERSITY
Publication Date
2013-05-01
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention discloses a synthetic method of a 1, 2-dioxetane compound. The method takes 5-chloro-2-adamantanone and 4-chloro-3-methyl hydroxybenzoate as the raw materials, and includes the steps of reacting to prepare substituted phenyl methoxymethene adamantine in an organic solvent under ultrasonic and the actions of a catalyst and triethylamine; and subjecting substituted phenyl methoxymethene adamantine to a photosensitized oxidation reaction to prepare the 1, 2-dioxetane compound. The new catalytic systems used in the method include general goods all in mass production, therefore the risk is low, and technical magnification and industrialization are easy to achieve; compared with the traditional organic synthesis method, the synthetic method adopts ultrasound irradiation, so that reaction conditions can be improved, the reaction temperature can be reduced, the reaction can be accelerated, and the reaction yield can be improved.
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Description

(1) Technical field

[0001] The invention relates to the synthesis of chemiluminescent substrates, in particular to a synthesis method of 1,2-dioxetane compounds. (2) Background technology

[0002] Chemiluminescence analysis technology has the advantages of high sensitivity, wide detection range, good specificity, rapid determination, etc., and has been widely valued by the medical and biological circles. Chemiluminescence detection uses the light energy generated when a substance undergoes a chemical reaction, that is, the energy released when the excited state returns to the ground state. The luminous intensity, that is, the reaction sensitivity, depends on the quantum yield of the transition. However, the currently widely used chemiluminescent reagents in China mainly include luminol and trichlorophenyl oxalate. They generally have the defect of low quantum efficiency. The quantum efficiency of the former is only 1% to 2%, and the latter is the highest Only around 25%. A...

Claims

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