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Method for preparing 1-methylcyclopropene

A technology of methylcyclopropene and lithium methylcyclopropene, which is applied in the field of preparation of organic compounds, can solve the problems of no purification and washing, reduce process stability, increase process complexity, etc., avoid absorption-release steps, The effect of mild synthesis and storage conditions, and simple and easy-to-operate release methods

Inactive Publication Date: 2011-08-31
QINGDAO LUNUO NEW ENERGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In order to solve this problem, some patents report continuous or intermittent addition of cyclodextrin saturated solution to the absorption container (see CN1663370A), but some cyclodextrins are not complexed all the time, and the addition process increases the complexity of the process. and reduce process stability
[0015] Fifth, the current market price of α-cyclodextrin is higher than RMB 1,000 / kg, such a high price hinders the large-scale use of this method
[0016] Sixth, the process of decomplexing 1-MCP from α-cyclodextrin and releasing it is slow and non-uniform, often for several hours, and cannot be completely released
But the problem that it is difficult to solve is how to ensure the purity of 1-MCP gas while simply synthesizing it, because the gas synthesized according to their reported method is not purified and washed
[0022] According to this method, 1-MCP of acceptable purity must be synthesized from 1-methyl-1-(methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane, while 1-methyl-1- (Methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane undergoes multi-step reaction synthesis under harsh conditions, so this invention has no practical value

Method used

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  • Method for preparing 1-methylcyclopropene
  • Method for preparing 1-methylcyclopropene
  • Method for preparing 1-methylcyclopropene

Examples

Experimental program
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Embodiment 1

[0047] Synthesize 1-methylcyclopropene lithium with lithium diisopropylamide, add 130 grams (0.364mol) of 30% lithium diisopropylamide (suspended in liquid paraffin) and 0.4 grams of triethylamine in a 250 mL four-necked flask amine, stirred and heated to 40°C under the protection of nitrogen replacement.

[0048] In one hour, 13.4 g (0.147 mol) of 3-chloro-2-methylpropene was added dropwise into the four-neck flask using a constant pressure dropping funnel. After the dropwise addition, the reaction was continued for 30 minutes. The whole process is always under nitrogen protection. After the reaction, the system was cooled to room temperature, and 0.67 g of 3-chloro-2-methylpropene remained in the detected system, which represented a conversion rate of 3-chloro-2-methylpropene of 95%.

[0049] Then vacuumize under stirring to remove unreacted 3-chloro-2-methylpropene, and the absolute pressure of the system is about 0.1Kpa.

[0050] Take the above-mentioned 1-methylcyclopr...

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Abstract

The invention discloses a method for preparing 1-methylcyclopropene, which comprises the following steps of: contacting suspension of an latent solvent of lithium 1-methylcyclopropene with aqueous solution of a surfactant, and releasing 1-methylcyclopropene gas from the lithium salt, wherein the mass of the aqueous solution of the surfactant is 1 to 100 times that of the suspension of the latent solvent of lithium 1-methylcyclopropene; the latent solvent is liquid paraffin; and the surfactant is lauryl sodium sulfate. By contacting the aqueous solution of the surfactant, the 1-MCP gas can be safely, quantitatively and quickly released; and the method is low in cost, simple in process conditions and convenient to operate, and has good application prospect.

Description

technical field [0001] The invention belongs to the preparation method of organic compounds, in particular to a preparation method of 1-methylcyclopropene. Background technique [0002] As a plant hormone that promotes maturation and aging, ethylene can be produced by some plants themselves, and can also exist in a certain amount in the storage environment or even in the air. Only when ethylene binds to related receptors in cells can it activate a series of physiological processes related to maturation. Biochemical reactions that accelerate aging and death. 1-Methylcyclopropene, referred to as 1-MCP, can well bind to ethylene receptors, but this combination will not cause mature biochemical reactions, so before the endogenous ethylene production of plants or the action of exogenous ethylene, the application of 1-MCP, it will preemptively bind to ethylene receptors, thereby preventing the combination of ethylene and its receptors, which prolongs the ripening and aging proces...

Claims

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Application Information

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IPC IPC(8): C07C13/04C07C1/32
Inventor 辛华鹏
Owner QINGDAO LUNUO NEW ENERGY
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