Method for preparing potassium monoethyl malonate

A technology of malonic acid monoester and potassium salt, which is applied in the preparation of carboxylic acid ester, the preparation of organic compounds, chemical instruments and methods, etc. High purity and good stability

Inactive Publication Date: 2019-02-19
成都海杰亚医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there is no method that can simultaneously prepare different kinds of potassium malonates;
[0004] In 2010, European patent EP2221299 disclosed a synthetic method of monomethyl malonate potassium salt. The method adopts the reaction of dimethyl malonate and potassium hydroxide to hydrolyze a methyl ester to form potassium salt. The method has poor selectivity and is easy to Produces double hydrolysis and then forms dipotassium malonate, and finally decomposes into potassium acetate, which is also used to prepare monoethyl malonate potassium salt
Because potassium hydroxide is too alkaline, it is difficult to achieve selective saponification, the reaction process is difficult to control, and the product yield is low
At the same time, strong alkali is used in the reaction, which is easy to cause harm and environmental pollution.

Method used

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  • Method for preparing potassium monoethyl malonate
  • Method for preparing potassium monoethyl malonate
  • Method for preparing potassium monoethyl malonate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1: Preparation of mono-tert-butyl malonate potassium salt

[0032] Dissolve 650 g of mono-tert-butyl malonate in 5.0 liters of dichloromethane, stir at 35-45 degrees until completely dissolved, add 398 g of solid powdered potassium bicarbonate in batches, Stir at low temperature for 30 minutes, raise the temperature to reflux, and keep the temperature for 10-15 hours to react until no gas is released and the reaction solution is clear.

[0033] Cool down, concentrate to remove most of the solvent, the product is precipitated as a white solid, filtered, and dried to obtain a white crystalline powder.

[0034] product testing:

[0035] 1 H-NMR (400MHz, D2O, 293K, TMS) δ1.42(s, 9H), 3.15(s, 2H, H-D exchange in D2O).

[0036] 13 C-NMR (100MHz, D2O, 293K, TMS) δ27.2, 46.2, 82.8, 170.8, 174.7.

Embodiment 2

[0037] Embodiment 2: the preparation of monoisopropyl malonate potassium salt

[0038] Dissolve 650g of monoisopropyl malonate in 5.0 liters of isopropanol, stir at 15-25 degrees until completely dissolved, add 405 g of solid powdered potassium bicarbonate in batches, Stir at low temperature for 30 minutes, raise the temperature to 50 degrees, and keep the temperature for 10-15 hours to react until no gas is released and the reaction solution is clear.

[0039] Cool down, concentrate to remove most of the solvent, the product is precipitated as a white solid, filtered, and dried to obtain a white crystalline powder.

[0040] product testing:

[0041] 1 H-NMR (400MHz, D2O, 293K, TMS) δ1.22(d, J=3.3Hz, 6H), 3.22(s, 2H, H-D exchange inD2O), 4.90–5.03(m, 1H).

[0042] 13 C-NMR (100MHz, D2O, 293K, TMS) δ20.9, 45.1, 70.1, 171.1, 174.3.

Embodiment 3

[0043] Embodiment 3: the preparation of monoethyl malonate potassium salt

[0044] Dissolve 300 g of monoethyl malonate in 2.5 liters of acetone, stir at 45-60 degrees until completely dissolved, add 215 g of solid powdered potassium bicarbonate in batches, and stir at 45-60 degrees for 30 Minutes, heat up to reflux, keep warm for 10-15 hours, until no gas is released, and the reaction solution is clear.

[0045] Cool down, concentrate to remove most of the solvent, the product is precipitated as a white solid, filtered, and dried to obtain a white crystalline powder.

[0046] product testing:

[0047] 1 H-NMR (400MHz, D2O, 293K, TMS) δ1.23(t, J=6.8Hz, 3H), 3.25(s, 2H, H-D exchange inD2O), 4.15(q, J=6.8Hz, 2H).

[0048] 13 C-NMR (100MHz, D2O, 293K, TMS) δ13.3, 44.8, 62.1, 171.6, 174.3.

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Abstract

The invention provides a method for preparing potassium monoethyl malonate. According to the method, a compound in a malonate monoester series is used as a raw material to react with potassium bicarbonate to obtain the potassium monoethyl malonate. The invention opens up a new way to prepare potassium monoethyl malonate series under a very mild condition in a safe and environment-friendly mode, and the method is suitable for industrial production and meets the market demands of the compound.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a preparation method of malonate monoester potassium salt. Background technique [0002] Potassium malonate monoester is an effective reagent for preparing beta ketoester. This kind of reagent has the characteristics of wide application, non-toxicity, good stability and convenient transportation. This type of reagent is widely used in many key intermediates such as pharmaceuticals, pesticides and veterinary drugs. [0003] At present, there is no method that can simultaneously prepare different kinds of potassium malonates; [0004] In 2010, European patent EP2221299 disclosed a synthetic method of monomethyl malonate potassium salt. The method adopts the reaction of dimethyl malonate and potassium hydroxide to hydrolyze a methyl ester to form potassium salt. The method has poor selectivity and is easy to Double hydrolysis results in the formation of dipotassium malonate, which...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/30C07C69/38
CPCC07C67/30C07C69/38
Inventor 孙绍光庄述坚
Owner 成都海杰亚医药科技有限公司
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