Methyl N-dodecyl acetimidate and synthesis method thereof

Abstract

The invention provides methyl N-dodecyl acetimidate and a synthesis method thereof. The synthesis method comprises the following steps: dissolving acetal and dodecylamine into methanol, wherein the molar ratio of the acetal to the dodecylamine is (1: 1) to (1.5: 1) and the weight of methanol is 50-99% of the total weight; heating to the specified temperature, and reacting for 0.1-12 h under the atmospheric pressure; and reducing the pressure to 0.01-0.08 MPa, reacting for 0.25-12 h at 20-120 DEG C, and stopping the reaction to obtain methyl N-dodecyl acetimidate. The invention further provides methyl N-dodecyl acetimidate synthesized by the synthesis method. The yield of N-substituted imidoester synthesized by the synthesis method of methyl N-dodecyl acetimidate can reach 71% or above, operation is simple, and the volatile product is easy to recycle and environment-friendly.

Description

technical field [0001] The invention relates to a synthesis method, in particular to a synthesis method of methyl N-dodecyl acetimidate, which belongs to the technical field of organic synthesis. Background technique [0002] N-substituted imidate is an important class of organic synthesis intermediates, and is also an important raw material for pharmaceutical research and development. The main intermediates of compounds such as (PataiS, Rappoport Z. The Chemistry of amidines and imidates [M]. Wiley, 1975). [0003] At present, the synthesis of N-substituted imidate compounds includes: [0004] Pinner reaction: under the catalysis of acid (such as hydrochloric acid), nitrile and alcohol generate imidate hydrochloric acid, which reacts with amine to generate N-substituted imidate compound (Jiang Hu, Liu Yin, Liu Xiaole, etc. N-cyanide A new method for the synthesis of ethyl ethyl imidate [J]. Applied Chemical Industry, 2013, 42(2): 274-278). [0005] [0006] Alkylation...

AI Technical Summary

Problems solved by technology

In the unsaturated system synthesis method and the triethyl orthoformate method, the imidate yield is low; while the Schmidt reaction process is complicated and the operation is cumbersome

[0014] And, the synthetic method of above N-substituted imidate is mainly limited to the target product of the functional group of short carbon chain, and for the imidic acid methyl ester of long carbon chain such as N-dodecyl ethylimidic acid methyl ester The production method has not been reported in the public literature so far

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