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Novel method for synthesis of compound 1-cyclopropyl-1-cyano-4-cyclohexanone

A compound, cyclopropyl technology, applied in the field of compound synthesis, can solve the problems of flammability, increased production cost, long steps, etc., and achieves the effects of reducing preparation cost, labor cost, and mild reaction

Inactive Publication Date: 2017-03-01
TIANJIN YAO TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In order to obtain the target product, this method requires 4 steps of reaction, and the steps are relatively long; and in the second step of reaction, sodium is used, which is an active metal compound, which is flammable and very dangerous during use; in the third step of reaction Diethylaluminum cyanide is used, the price of diethylaluminum cyanide is expensive, and the reaction equivalent is relatively large, which greatly increases the production cost

Method used

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  • Novel method for synthesis of compound 1-cyclopropyl-1-cyano-4-cyclohexanone
  • Novel method for synthesis of compound 1-cyclopropyl-1-cyano-4-cyclohexanone
  • Novel method for synthesis of compound 1-cyclopropyl-1-cyano-4-cyclohexanone

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Embodiment Construction

[0022] The chemical formula of the synthesis reaction of the present invention is:

[0023]

[0024] The present invention will be specifically described below in conjunction with the above formula. As shown in the above formula, in this technical scheme, the p-toluenesulfonylmethyl isonitrile and the formula 1 (1,4-dioxaspiro[4,5] + Alkan-8-ketones) compound contact is carried out in ethylene glycol dimethyl ether, and the mol ratio of p-toluenesulfonylmethyl isonitrile and the compound shown in formula 1 is 1:1, the reaction system Reaction temperature is 0-5 degree Celsius, p-toluenesulfonylmethyl isonitrile (320 g, 1 mole) and compound 1 (156 g, 1 mole) are dissolved in ethylene glycol dimethyl ether (2000 milliliters), And the reaction system was cooled to 0-5 degrees; Potassium tert-butoxide (224 grams, 2 moles) was added in batches to keep the temperature of the system not exceeding 5 degrees. After the addition was complete, the system slowly rose to room temperatur...

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Abstract

The invention discloses a novel method for synthesis of a compound 1-cyclopropyl-1-cyano-4-cyclohexanone. The method comprises that p-toluenesulfonylmethyl isocyanide and a compound 1, 4-dioxospiro[4, 5]decane-8-one shown in the formula 1 undergo a reaction to produce a compound 1, 4-dioxaspiro[4, 5]-8-cyanodecane shown in the formula 2, a tetrahydrofuran solution of the compound shown in the formula 2 and lithium diisopropylamine undergo a reaction to produce a compound 8-cyclopropyl-1, 4-dioxaspiro[4. 5]decane-8-carbonitrile shown in the formula 3, and the compound shown in the formula 3 and a dichloromethane trifluoroacetic acid solution undergo a reaction to produce a compound 1-cyclopropyl-1-cyano-4-cyclohexanone shown in the formula 4. The method can efficiently prepare the compound shown in the formula 4.

Description

technical field [0001] The invention relates to the field of compound synthesis, in particular to a new method for synthesizing compound (1-cyclopropyl-1-cyano-4-cyclohexanone). Background technique [0002] The synthetic route of this compound in the United States is as follows: [0003] [0004] In order to obtain the target product, this method requires 4 steps of reaction, and the steps are relatively long; and in the second step of reaction, sodium is used, which is an active metal compound, which is flammable and very dangerous during use; in the third step of reaction Use diethylaluminum cyanide, the price of diethylaluminum cyanide is expensive, and reaction equivalent is bigger, and this just makes production cost improve greatly. Contents of the invention [0005] The purpose of the present invention is in order to solve the above-mentioned problem, has designed a kind of new method of synthetic compound (1-cyclopropyl-1-cyano group-4-cyclohexanone). [0006...

Claims

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Application Information

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IPC IPC(8): C07C253/30C07C255/46
CPCC07C253/30C07D317/72C07C255/46
Inventor 贤少赟靳跃双陈冬恩
Owner TIANJIN YAO TECH CO LTD
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