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Preparation method of C5 Grignard reagent

A technology of Grignard reagents and catalysts, which is applied in the field of preparation of C5 Grignard reagents, can solve problems such as difficult control of reactions, and achieve the effects of environmental protection, mild reaction conditions, and high light yield

Pending Publication Date: 2021-11-30
肇庆巨元生化有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the preparation method of Grignard reagent has relatively strict requirements on the reaction conditions, and the reaction is not easy to control.

Method used

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  • Preparation method of C5 Grignard reagent
  • Preparation method of C5 Grignard reagent
  • Preparation method of C5 Grignard reagent

Examples

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Effect test

Embodiment 1

[0028] A preparation method of C5-Grignard reagent, comprising the following steps:

[0029] Step 1) Preparation of 1-bromo-3-(1-ethoxyethoxy)-3-methylbutane:

[0030] The reaction formula is:

[0031] The specific steps are: under the protection of nitrogen, add 0.10mol 2-methyl-2-butanol-4-bromine (C5 alcohol bromide) and 200mL anhydrous cyclohexane to a 500mL reaction flask, and cool down in an ice-water bath under magnetic stirring to Between 0 and 5°C, add 0.003mol p-toluenesulfonic acid monohydrate, stir to dissolve, first add 0.10mol vinyl ether at one time, and react for 1.0h between 0 and 10°C after adding, then add the remaining 0.10 at one time mol vinyl ether, after adding, continue to stir and react at 5-10°C, monitor the reaction process by GC, until the content of the raw material C5 alcohol bromide is not more than 1.0%, add 0.006mol triethylamine to terminate the reaction, continue stirring for 5min, add 10ml Stir in 1.0% sodium bicarbonate water for 10 mi...

Embodiment 2

[0038] A preparation method of C5-Grignard reagent, comprising the following steps:

[0039] Step 1) Preparation of 1-bromo-3-(1-ethoxyethoxy)-3-methylbutane:

[0040] The reaction formula is:

[0041]The specific steps are: under the protection of nitrogen, add 0.10mol 2-methyl-2-butanol-4-bromine (C5 alcohol bromide) and 250mL anhydrous dichloromethane to a 500mL reaction flask, and cool down in an ice-water bath under magnetic stirring to Between 0~5℃, add 0.0035mol p-toluenesulfonic acid monohydrate, stir to dissolve, first add 0.11mol vinyl ether at one time, after adding, react at 0~10℃ for 1.0h, then add the remaining 0.11 mol vinyl ethyl ether, after adding, continue to stir and react at 5-10°C, monitor the reaction process by GC, until the content of the raw material C5 alcohol bromide is not more than 1.0%, add 0.007mol triethylamine to terminate the reaction, continue to stir for 5min, add 10ml Stir in 1.0% sodium bicarbonate water for 10 minutes for post-proces...

Embodiment 3

[0048] A preparation method of C5-Grignard reagent, comprising the following steps:

[0049] Step 1) Preparation of 1-bromo-3-(1-ethoxyethoxy)-3-methylbutane:

[0050] The reaction formula is:

[0051] The specific steps are: under the protection of nitrogen, add 0.10mol 2-methyl-2-butanol-4-bromine (C5 alcohol bromide) and 250mL anhydrous cyclohexane to a 500mL reaction flask, and cool down in an ice-water bath under magnetic stirring to 5°C, add 0.004mol p-toluenesulfonic acid monohydrate, stir to dissolve, first add 0.125mol vinyl ether at one time, after adding, react for 1.0h between 0-10°C, then add the remaining 0.125mol vinyl ether at one time After the addition, continue to stir the reaction at 5-10°C, monitor the reaction process by GC, until the content of the raw material C5 alcohol bromide is not more than 1.0%, add 0.008mol triethylamine to terminate the reaction, continue to stir for 5min, add 15ml 1.0% carbonic acid Sodium hydrogen water was stirred for 10 ...

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Abstract

The invention discloses a preparation method of a C5 Grignard reagent. The preparation method comprises the following steps of: (1) carrying out a hydroxyl acetalization reaction on 2-methyl-2-butanol-4-bromine and vinyl ethyl ether in an organic solvent under the action of a catalyst to obtain 1-bromo-3-(1-ethoxyethoxy)-3-methylbutane; and (2) reacting the 1-bromo-3-(1-ethoxyethoxy)-3-methylbutane with metal magnesium in an organic solvent to generate 3-(1-ethoxyethoxy)-3-methylbutane magnesium bromide. The process route is simple, the reaction conditions are mild, and the process operation is easy to implement.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a preparation method of a C5 Grignard reagent. Background technique [0002] Grignard reagents are a class of reagents with the general formula RMgX, where R is an aliphatic or aromatic hydrocarbon group, and X is a halogen (Cl, Br or I). It is usually prepared in anhydrous ether or tetrahydrofuran by halogenated hydrocarbons and metal magnesium. Oxyethane, haloalkane, carbon dioxide, phosphorus trichloride, boron trichloride, silicon tetrachloride and other reactions are important organic synthesis reagents and are widely used in fine chemical industries such as medicine, pesticides, and liquid crystals. [0003] Grignard reagent is a covalent compound. Magnesium atom is directly connected to carbon to form a polar covalent bond. Carbon is an electronegative terminal. Therefore, Grignard reagent is a very strong Lewis base, which can take protons from water and other...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F3/02
CPCC07F3/02
Inventor 廖艳金方泽华蒙美壮
Owner 肇庆巨元生化有限公司
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