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Novel method for preparing 4-isopropylpyridine

A technology of propylpyridine and isopropanolpyridine, which is applied in the direction of organic chemistry, can solve the problems of cooling water supply cycle, such as adverse effects, death, a large amount of manpower and working time, and achieve obvious market competitive advantages, simple process operation, Environmentally friendly effect

Pending Publication Date: 2021-03-05
BEIJING ODYSSEY CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, if the bottom of a ship, fishing nets, seawater supply and drainage pipes, and underwater structures are exposed to water for a long time, they will adhere to and reproduce oysters, mussels, barnacles and other animals, seaweed and other plants or bacteria on their surfaces. species of aquatic organisms, their function may be disrupted
In particular, if such aquatic organisms adhere to and reproduce on the bottom of the ship, the surface roughness of the hull will increase, resulting in a decrease in ship speed and an increase in fuel costs.
In addition, a lot of manpower and operating time are required to remove these organisms from the bottom of the ship
In addition, if these aquatic organisms attach to, reproduce and cultivate nets or other fixed nets, it may cause blockage of the mesh, causing hypoxia of fishing, hunting or breeding organisms, resulting in death and loss
In addition, these organisms adhere to and multiply on the water supply and drainage pipes of thermal or nuclear power plants, which may have a negative impact on the supply cycle of cooling water.

Method used

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  • Novel method for preparing 4-isopropylpyridine

Examples

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Embodiment 1

[0024] Preparation of 4-isopropanolpyridine:

[0025] The methyl chloride of 8.7kg is passed into the THF of 30kg below 0 DEG C to prepare methyl chloride / THF mixed solution, 3.6kg of dry magnesium is added in the 50L reactor, and the temperature control 5-15 DEG C is added dropwise to the mixed solution of methyl chloride / THF , the dropwise addition was completed, the temperature was kept at 10-15°C and reacted for 1 hour, then slowly warming up to 30°C for 2 hours, adding 30kg tetrahydrofuran and 6.85kg methyl isonicotinate in another 100-liter reactor, and dropping below 30°C of temperature control. Add the prepared methyl chloride Grignard reagent, keep the temperature at 25-30 °C for 12 hours after the dropwise addition, recover the THF to 90 °C under normal pressure, basically no more, lower the temperature below 30 °C, add hydrochloric acid aqueous solution to the system pH to 6-7, Centrifuge to obtain 4-isopropanol pyridine, and oven dry to obtain 5.4 kg of 4-isopropan...

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Abstract

The invention discloses a novel method for preparing 4-isopropyl pyridine. The method comprises the following steps: reacting methyl isonicotinate serving as an initial raw material with a chloromethane Grignard reagent to obtain 4-isopropyl pyridine, reacting the 4-isopropyl pyridine with thionyl chloride to obtain 4-(2-chlorine) isopropyl pyridine; and carrying out hydrogenation reduction on the4-(2-chloro) isopropyl pyridine and palladium on carbon to obtain the 4-isopropyl pyridine. The method has the advantages that: the initial raw material is a large industrial raw material, the methylchloride Grignard reagent has more price advantage than a traditional methyl iodide Grignard reagent or methyl bromide Grignard reagent, and the molecular weight is far less than that of methyl iodide or methyl bromide, so that the dosage is greatly reduced; and almost no three wastes are generated in the last step of hydrogenation reduction. The method is simple to operate, less in three wastes,environmentally friendly, high in conversion rate, low in cost and obvious in market competitive advantage, and almost no by-product is generated.

Description

technical field [0001] The invention belongs to a pharmaceutical intermediate (3-hydroxy-4-amino-butan-2-yl)-3-(2-thiazol-2-yl-pyrrolidinyl-1-carbonyl) benzamide and derivatives thereof (β-secretase inhibitor, mainly used for the treatment of Alzheimer's disease) and an important intermediate of new marine antifouling biocide diphenyl-methyl-4-isopropylpyridyl boron (KM-2) The synthesis and application of the invention belong to the technical field of pharmaceutical manufacturing. Background technique [0002] Alzheimer's disease (AD) is a progressive neurodegenerative disease with insidious onset. Clinically, it is characterized by generalized dementia such as memory impairment, aphasia, apraxia, agnosia, impairment of visuospatial skills, executive dysfunction, and changes in personality and behavior. The etiology is still unknown. Those with onset before the age of 65 are called Alzheimer's disease; those with onset after the age of 65 are called senile dementia. β-sec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/127C07D213/16
CPCC07D213/127C07D213/16
Inventor 吴细兵刘斌孙洪亮
Owner BEIJING ODYSSEY CHEM
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