阅读说明：本技术 一种4-(氨基甲基)色烷-3-醇的制备方法 (Preparation method of 4- (aminomethyl) chroman-3-ol ) 是由 何燕平 任文武 周强 刘胜攀 汪冬冬 刘月领 徐富军 焦家盛 安自强 王瑞琪 余 于 2019-07-23 设计创作，主要内容包括：本发明涉及一种4-(氨基甲基)色烷-3-醇的制备方法,主要解决目前没有适合工业化合成方法的技术问题。本发明合成分四步,首先化合物1与化合物氰化钠在溶剂氮氮二甲基甲酰胺中生成化合物2,接着与溴乙酸乙酯,在丙酮中反应得到化合物3,接着与钠在丙酮中反应得到化合物4,接着与氨水和雷尼镍在通氢气条件下在丙酮中反应得到最终化合物5。<Image he="216" wi="700" file="DEST_PATH_RE-S1.GIF" imgContent="drawing" imgFormat="GIF" orientation="portrait" inline="no"></Image>本发明获得的化合物为许多药物合成的有用中间体或产品。(the invention relates to a preparation method of 4- (aminomethyl) chroman-3-ol, which mainly solves the technical problem that no industrial synthesis method is available at present. The synthesis method comprises four steps of firstly, generating a compound 2 by a compound 1 and a compound sodium cyanide in a solvent N-dimethylformamide, then reacting the compound 2 with ethyl bromoacetate in acetone to obtain a compound 3, then reacting with sodium in acetone to obtain a compound 4, and then reacting with ammonia water and Raney nickel in acetone under the condition of introducing hydrogen to obtain a final compound 5. The compounds obtained by the invention are useful intermediates or products for the synthesis of many medicaments.)

1. A preparation method of 4- (aminomethyl) chroman-3-ol is characterized by comprising the following steps: the method comprises the following steps of firstly, generating a compound 2 from a compound 1 and a compound sodium cyanide in a solvent of nitrogen-nitrogen dimethyl formamide, secondly, reacting the compound 2 with ethyl bromoacetate in acetone to obtain a compound 3, thirdly, reacting the compound 3 with sodium in acetone to obtain a compound 4, and fourthly, reacting the compound 4 with ammonia water and raney nickel in acetone under the hydrogen pressure of 50psi to obtain a compound 5; the reaction formula is as follows:

。

2. The process according to claim 1, wherein the reaction mixture comprises the following components: the reaction temperature in the first step is 120 ℃, and the reaction is stirred for 4 hours.

3. The process according to claim 1, wherein the reaction mixture comprises the following components: the second step reaction temperature is 25-120 ℃, and the reaction is carried out for 4 hours under stirring.

4. The process according to claim 1, wherein the reaction mixture comprises the following components: the third step is at 110 deg.C for 4 hours.

5. The process according to claim 1, wherein the reaction mixture comprises the following components: fourth step 50psi hydrogen pressure, reaction temperature 50 deg.C, reaction for 4 hours.

Technical Field

The invention relates to a synthesis method of 4- (aminomethyl) chroman-3-ol (MFCD 28636717).

Background

4- (aminomethyl) chroman-3-ols and related derivatives have wide applications in medicinal chemistry and organic synthesis. At present, the synthesis of 4- (aminomethyl) chroman-3-ol is very little, and similar literature reactions have certain dangers, long routes and low yield. Therefore, it is necessary to develop a synthesis method with easily available raw materials, convenient operation, easy control of the reaction and suitable overall yield.

Disclosure of Invention

The invention aims to develop a synthetic method of 4- (aminomethyl) chroman-3-ol, which has the advantages of easily obtained raw materials, convenient operation, easily controlled reaction and higher yield. Mainly solves the technical problem that no industrial synthesis method is available at present.

the technical scheme of the invention is as follows: the invention relates to a preparation method of 4- (aminomethyl) chroman-3-alcohol, which comprises the following steps of dividing compound 1 into four steps, firstly generating compound 2 by compound sodium cyanide in a solvent of N-dimethylformamide, then reacting with ethyl bromoacetate in acetone to obtain compound 3, then reacting with sodium in acetone to obtain compound 4, and then reacting with ammonia water and Raney nickel in acetone under the condition of introducing hydrogen to obtain final compound 5.

The reaction formula is as follows:

The reaction temperature of the first step is 120 ℃, and the stirring reaction is carried out for 4 hours; the second step is at 25-120 deg.C, and stirring for 4 hr; the third step is that the reaction temperature is 110 ℃ and the reaction lasts for 4 hours; fourth, 50psi hydrogen pressure is applied, the reaction temperature is 50 deg.C, and the reaction time is 4 hours.

The invention has the beneficial effects that: the invention provides a method for synthesizing 4- (aminomethyl) chroman-3-ol, which has the advantages of short route, high yield up to 3.4%, easy amplification of reaction, convenient operation and industrial application prospect.

Detailed Description

The reaction formula of the invention is as follows: