Acyl chloride and alkyne addition product and preparing method thereof

Abstract

The invention discloses an acyl chloride and alkyne addition product and a preparing method thereof. The preparing method includes the steps that sodium hydride is used as a catalyst, diisopropyl malonate and propargyl bromide are added into anhydrous acetonitrile, the mixture is put in an ice-water bath and stirred for reacting, and a white solid product is obtained after purification and separation; the product phenyl ethynyl bromide is mixed in an anhydrous oxygen-free catalytic system of Pd(PPh3)2Cl2 / CuI, triethylamine is used as alkali, anhydrous acetonitrile is used as solvent, a light brown solid product is obtained through stirring reacting at the room temperature as well as purification and separation, the light brown solid product reacts with adamantanecarbonyl-chloride in methylbenzene, and the acyl chloride and alkyne addition product is obtained through purification and separation. Compared with the prior art, the prepared beta-chloro-alpha, beta unsaturated ketone does not need a metal catalyst, is high in yield and more complex and verified in structure and will show broader application prospects in chemical industry production and clinic medicine.

Description

technical field [0001] The invention belongs to the field of organic compounds, and in particular relates to an addition product of an acid chloride and an alkyne and a preparation method thereof. Background technique [0002] The high atom-economical addition of acid chlorides to carbon-carbon multiple bonds plays a very important role in organic synthesis, and this method can be used to efficiently synthesize β-chloro-α,β unsaturated ketones. β-Chloro-α,β unsaturated ketones are widely used in organic synthesis, especially the synthesis of heterocyclic compounds. [0003] The traditional addition method of acid chloride and carbon-carbon multiple bonds needs to use precious metals such as rhodium and iridium, and there is a side reaction of decarbonylation in the reaction process, which reduces the reaction yield and is not conducive to industrial production. Contents of the invention [0004] In order to solve the above technical problems, the present invention provide...

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Problems solved by technology

[0003] The traditional addition method of acid chloride and carbon-carbon multiple bonds needs to use precious metals such as rhodium, iridium, etc., and there is a side reaction of decarbonylation in the reaction process, which reduces the reaction yield and is not conducive to industrial production.

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