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Synthetic method and process of halogenated cyclopropane

A dihalocyclopropane and synthesis method technology, which is applied in the preparation of halogenated hydrocarbons, chemical instruments and methods, dehalogenation preparation, etc., can solve the problems of high cost of raw materials, difficulties in waste recycling, and difficulty in industrial scale-up Production and other issues, to achieve the effects of easy reaction control, resource reuse, and less waste

Pending Publication Date: 2021-03-30
DALIAN RES & DESIGN INST OF CHEM IND
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0013] 1. The source of raw materials for the reaction is limited, resulting in high raw material costs;
[0014] 2. A large amount of halogen-containing wastewater is produced during the reaction process, which is difficult to handle and causes certain pollution to the environment;
[0015] 3. It is difficult to recycle waste into resources;
[0016] 4. There are many difficulties in industrialized amplification technology, and it is difficult to realize industrialized enlarged production

Method used

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  • Synthetic method and process of halogenated cyclopropane
  • Synthetic method and process of halogenated cyclopropane
  • Synthetic method and process of halogenated cyclopropane

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Embodiment

[0031] 1. Synthesis and process of bromocyclopropane

[0032] 1.11,1-Dibromocyclopropane

[0033] name molecular weight moles Feed amount The molar ratio of Cypromine 57.10 1 57.1 g 1 tert-butyl nitrite 103.12 1.1 113.5 g 1.1 copper bromide 223.35 2.0 446.74 2.0 Tetrahydrofuran 500mL

[0034] Add cyclopropylamine, tetrahydrofuran and copper bromide into the three-necked flask, stir evenly, and raise the temperature to 50°C. Add tert-butyl nitrite dropwise through the dropping funnel, and react at 50°C for 4 h after dropping. Use gas chromatography to track the progress of the reaction. After the reaction is completed, the temperature is lowered. After filtration, the filtrate was concentrated under reduced pressure to obtain 180 g of 1,1-dibromocyclopropane, gas chromatography purity: 95%, yield: 90%.

[0035] 1.2 Cyclopropane bromide

[0036]

[0037]

[0038] Add 1,1-dibromocyclopropane and methyl tert-bu...

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Abstract

The invention discloses a synthetic method and process of halogenated cyclopropane. The synthesis method and process comprise the following two steps of: (1) reacting cyclopropylamine serving as a rawmaterial with halogenated metal salt in the presence of nitrosation reagents such as nitrous acid ester to obtain 1, 1-dihalogenated cyclopropane; and (2) carrying out metallization reaction on the 1, 1dihalogenated cyclopropane and an organic metal reagent, and hydrolyzing to obtain halogenated cyclopropane. The synthesis method and process have the advantages that toxic reagents causing environmental pollution are not used, the purity and yield of the obtained product are high, and the synthesis method and process are suitable for industrial production.

Description

technical field [0001] The invention relates to the field of organic chemical industry, in particular to a synthesis method and process of halogenated cyclopropane. Background technique [0002] Halogenated cyclopropane is an organic synthesis intermediate and chemical raw material, which is used in the fields of medicine, pesticide and new materials, and has broad application prospects and market demand. Such compounds have the following structures: [0003] [0004] Halocyclopropanes, especially bromocyclopropanes and iodocyclopropanes, have high chemical reactivity, and can react with compounds containing amino groups, hydroxyl groups, etc., and can also be made into cyclopropyl metal reagents such as cyclopropyllithium And cyclopropyl Grignard reagent etc. for the corresponding reaction. In the field of medicine, since cyclopropyl has a relatively flat structure and is an isostere of vinyl, allyl and other structures, it can better fit with drug target receptors suc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/23C07C23/04
CPCC07C17/23C07C17/093C07C17/10C07C23/04
Inventor 王可为韩建国赵文武蔡小川唐培昆刘威许汉
Owner DALIAN RES & DESIGN INST OF CHEM IND
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