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3-indolebutyric acid preparation method

A technology for indole butyric acid and indole, which is applied in the field of preparing 3-indole butyric acid, can solve the problems of harsh conditions, many synthesis steps, low yield and the like, and achieves the advantages of good effect, simple preparation method and easy recycling. Effect

Inactive Publication Date: 2018-08-24
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] There are many methods for synthesizing 3-indolebutyric acid, but due to harsh conditions, many synthetic steps and low yield, the practical value is not high

Method used

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Examples

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Effect test

Embodiment 1

[0026] Solid super base Na-NaOH / γ-Al 2 o 3 Preparation: Add 100g γ-Al to the reactor 2 o 3 , under the conditions of vigorous stirring and nitrogen purging, slowly heat up to 100° C., and keep for 1 hour to remove water adsorbed on the surface of the carrier. The temperature was raised to 200°C, and 30 g of NaOH was added under the condition of vigorous stirring and nitrogen purging, and kept for 1 h. After that, 10 g of sodium metal was added quickly, and stirring was continued for 1 h. Cool to get solid super base Na-NaOH / γ-Al 2 o 3 catalyst.

[0027] Indole, γ-butyrolactone, tetralin, polyethylene glycol and Na-NaOH / γ-Al 2 o 3 Join in the reactor, wherein the loading amount of indole, gamma-butyrolactone and tetrahydronaphthalene is respectively 11.7g, 10.3g and 35.1g, the loading amount of polyethylene glycol is 16% of indole, Na -NaOH / γ-Al 2 o 3 The loading amount is 2% of indole. Start the stirring function of the heating agitator and stir at room temperature...

Embodiment 2

[0030] Solid super base Na-NaOH / γ-Al 2 o 3 Preparation: Add 100g γ-Al to the reactor 2 o 3 , under the conditions of vigorous stirring and nitrogen purging, slowly heat up to 200° C., and keep for 5 hours to remove water adsorbed on the surface of the carrier. The temperature was raised to 400°C, and 30 g of NaOH was added under strong stirring and nitrogen purging, and kept for 3 h. After that, 10 g of sodium metal was added quickly, and stirring was continued for 3 h. Cool to get solid super base Na-NaOH / γ-Al 2 o 3 catalyst.

[0031] Indole, γ-butyrolactone, tetralin, polyethylene glycol and Na-NaOH / γ-Al 2 o 3 Join in the reactor, wherein the loading amount of indole, gamma-butyrolactone and tetrahydronaphthalene is respectively 11.7g, 11.2g and 58.5g, the loading amount of polyethylene glycol is 17% of indole, Na -NaOH / γ-Al 2 o 3 The loading amount is 5% of indole. Start the stirring function of the heating stirrer and stir at room temperature for 30 minutes to ...

Embodiment 3

[0034] Solid super base K-KOH / γ-Al 2 o 3Preparation: Add 100g γ-Al to the reactor 2 o 3 , under the conditions of vigorous stirring and nitrogen purging, slowly heat up to 100° C., and keep for 1 hour to remove water adsorbed on the surface of the carrier. The temperature was raised to 200°C, and 30 g of KOH was added under vigorous stirring and nitrogen purging, and kept for 1 h. Afterwards, 10 g of metal K was added quickly and stirring was continued for 1 h. Cool to get solid super base K-KOH / γ-Al 2 o 3 catalyst.

[0035] Indole, γ-butyrolactone, tetralin, polyethylene glycol and K-KOH / γ-Al 2 o 3 Join in the reactor, wherein the loading amount of indole, gamma-butyrolactone and tetrahydronaphthalene is respectively 11.7g, 10.3g and 35.1g, the loading amount of polyethylene glycol is 16% of indole, K -KOH / γ-Al 2 o 3 The loading amount is 2% of indole. Start the stirring function of the heating agitator and stir at room temperature for 20 minutes to mix the five c...

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Abstract

The invention belongs to synthesizing methods and particularly discloses a 3-indolebutyric acid preparation method. The 3-indolebutyric acid preparation method includes steps: stirring indole, gamma-butyrolactone, tetrahydronaphthalene, a phase transfer catalyst and a solid super base catalyst at the room temperature to well mix; performing heating reflux reaction at 190-250 DEG C for 3-6h, filtering after reaction, cooling filtrate, separating out an organic layer, and adopting hydrochloric acid for acidification to separate out grey white solid; performing suction filtration, washing and drying to obtain 3-indolebutyric acid. By adoption of super alkalinity of solid super base, alkylation reaction is accelerated, a technical process is simple in operation, mild in condition and high in yield, convenience in catalyst recycling is achieved, and a promising application prospect is realized.

Description

technical field [0001] The invention belongs to a synthesis method, in particular to a method for preparing 3-indolebutyric acid. Background technique [0002] 3-Indolebutyric acid is applied to the cutting rooting of trees and flowers to increase the germination rate and survival rate, which is of great significance to the mass propagation of saplings and flowers. 3-Indolebutyric acid is an endogenous plant auxin, which can promote cell division and differentiation, induce the formation of adventitious roots, increase fruit setting, prevent fruit drop, and change the ratio of female and male flowers. It can enter the plant body through the tender skin of leaves and branches, and seeds, and transport it to the active part along with the nutrient flow. There are commercialized indolebutyric acid powders and tablets on the market abroad. [0003] There are many methods for synthesizing 3-indolebutyric acid, but due to harsh conditions, many synthetic steps and low yield, the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/18B01J31/06
CPCC07D209/18B01J31/06B01J23/04B01J35/19Y02P20/584
Inventor 李学兵于培陈松王忠
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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