阅读说明：本技术 一种牛磺酸前体物2-氨基乙醇硫酸酯的合成方法 (A kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester ) 是由 茅仲平 马东旭 李景伟 于 2019-08-01 设计创作，主要内容包括：本发明涉及一种牛磺酸前体物2-氨基乙醇硫酸酯的合成方法,通过以乙醇胺为起始原料,在硫酸和相转移催化剂四丁基溴化铵存在的情况下合成2-氨基乙醇硫酸酯。本发明提供的2-氨基乙醇硫酸酯的合成方法,合成线路更短,反应效率更高；同时所得产物的纯度更好,收率更高。另外本发明不需价格高昂的特殊生产设备,且原料来源广泛,价格便宜,从而有效降低了生产成本,能获得良好的经济效益。(The present invention relates to a kind of synthetic methods of taurine precursor 2- ethylaminoethanol sulfuric ester, by synthesizing 2- ethylaminoethanol sulfuric ester in the presence of sulfuric acid and phase transfer catalyst tetrabutylammonium bromide using ethanol amine as starting material.The synthetic method of 2- ethylaminoethanol sulfuric ester provided by the invention, synthetic line is shorter, and reaction efficiency is higher；The purity of products therefrom is more preferable simultaneously, and yield is higher.In addition the present invention is not required to expensive special producing equipment, and raw material sources are extensive, cheap, to effectively reduce production cost, can obtain good economic benefit.)

1. a kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester, it is characterised in that: the following steps are included:

(1) ethanol amine, phase transfer catalyst are added in solvent；50 DEG C of temperature control or less the dropwise addition concentrated sulfuric acids, time for adding at least 1 Hour；It is stirred at least 30 minutes after being added dropwise to complete；

(2) at least 110 DEG C of reflux dewaterings are warming up to；Reaction solution is dropped after not having water to continue to separate in oily water separating equipment Temperature is to 30 DEG C or less；It is filtered, washed filter cake, is dried to obtain 2- ethylaminoethanol sulfuric ester.

2. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute It states in step (1), phase transfer catalyst is tetrabutylammonium bromide.

3. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 2, it is characterised in that: institute It states in step (1), the equivalent of phase transfer catalyst is 0.1 equivalent.

4. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute It states in step (1), solvent is toluene.

5. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 4, it is characterised in that: institute It states in step (1), the volume ratio of toluene and ethanol amine is 4:1.

6. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute It states in step (1), sulfuric acid concentration 98%, sulfuric acid equivalents is 1.1 equivalents.

7. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 6, it is characterised in that: institute It states in step (1), temperature control is at 40 DEG C hereinafter, time for adding is 1 hour when sulfuric acid is added dropwise.

8. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute It states in step (2), is warming up to 110 DEG C of reflux dewaterings.

9. the synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester according to claim 1, it is characterised in that: institute It states in step (2), washing filter cake is carried out using dehydrated alcohol.

Technical field

The present invention relates to pharmaceutical intermediate field more particularly to a kind of conjunctions of taurine precursor 2- ethylaminoethanol sulfuric ester At method.

Background technique

2- ethylaminoethanol sulfuric ester is widely used as a kind of important chemical industry or medicine intermediate, such as industrializing In synthesizing taurine.

Taurine, the entitled 2-aminoethanesulfonic acid of chemistry, is existing a kind of sulfur-bearing with different physiological roles in human body Amino acid has the effects that promote brain development, enhancing eyesight, anti-inflammatory, antipyretic, blood pressure lowering, hypoglycemic, strong liver cholagogic, to baby Perfect and calcium the absorption of child's brain development, nerve conduction, visual capacity has good effect, is most important in human body One of amino acid is a kind of important nutrition fortifier, can promote to be metabolized in vivo, build up health, relieving fatigue, and a kind of excellent Good food additives.Taurine is colourless, tasteless, and without any side effects, therefore developed country to its research and applies ten Divide and payes attention to.Recently as the further investigation to its physiological action, nutritive value, application becomes very extensive.Taurine exists It is external to be largely used as nutrient and healthcare products and food additives.It is reported that the U.S. and Japan are most important country of consumption, annual consumption Respectively up to 10,000 tons and 5000 tons.The mature technology of taurine production at present passes through esterification, sulphur mainly using monoethanolamine as raw material Change reactive chemistry synthesizing taurine, synthetic route is as follows:

In terms of synthetic route, the height of intermediate product of the 2- amino-ethyl sulfuric ester as synthesizing taurine, yield will Directly influence the production cost of taurine.

People compare attention to the economic value of taurine itself for a long time.But since its synthetic route is simpler It is single, in terms of advanced optimizing synthesis technology, enough attention can not be caused, it is easy to be ignored by scientific research personnel, therefore phase The patent report of pass is also very limited or even two during the last ten years, and the production technology upgrading of taurine is all chronically at stagnation or half Dead state, so far all in the technique for continuing to use last century Mo.Patent about taurine precursor substance 2- amino-ethyl sulfuric ester It reports even more fewer and fewer.Known method is synthesizing about 2- amino-ethyl sulfuric ester for patent CN107739349 report Application in 3- benzyl -1,3- thiazole -2- thioketones.The patent focuses on to have inquired into the different conjunctions of 3- benzyl -1,3- thiazole -2- thioketones At the selection of method and synthetic route, but for 2- amino-ethyl sulfuric ester synthesis only it is recapitulative set forth it is existing Synthetic method does not discuss, and more not deep discussion efficiently synthesizes all technical of 2- amino-ethyl sulfuric ester. There is no extra high reference value for upgrading existing production technology.

Summary of the invention

The present invention overcomes the deficiencies in the prior art, provide a kind of synthesis of taurine precursor 2- ethylaminoethanol sulfuric ester Method.The present invention closes in the presence of sulfuric acid and phase transfer catalyst tetrabutylammonium bromide using ethanol amine as starting material At 2- ethylaminoethanol sulfuric ester.

In order to achieve the above objectives, the technical solution adopted by the present invention are as follows: provide a kind of taurine precursor 2- amino second The synthetic method of alcohol sulfuric ester, it is characterised in that: a kind of synthetic method of taurine precursor 2- ethylaminoethanol sulfuric ester, it is special Sign is: the following steps are included:

(1) ethanol amine, phase transfer catalyst are added in solvent；50 DEG C of temperature control or less the dropwise addition concentrated sulfuric acids, time for adding At least 1 hour；It is stirred at least 30 minutes after being added dropwise to complete；

(2) at least 110 DEG C of reflux dewaterings are warming up to；It will reaction after there is no water to continue to separate in oily water separating equipment Liquid is cooled to 30 DEG C or less；It is filtered, washed filter cake, is dried to obtain 2- ethylaminoethanol sulfuric ester.

As a preferred embodiment, in the step (1), phase transfer catalyst is tetrabutylammonium bromide.

As a kind of more preferable scheme, in the step (1), the equivalent of phase transfer catalyst is 0.1 equivalent.

As a preferred embodiment, in the step (1), solvent is toluene.

As a kind of more preferable scheme, in the step (1), the volume ratio of toluene and ethanol amine is 4:1.

As a preferred embodiment, in the step (1), sulfuric acid concentration 98%, sulfuric acid equivalents is 1.1 equivalents.

As a preferred embodiment, in the step (1), temperature control is at 40 DEG C hereinafter, time for adding when sulfuric acid is added dropwise For 1 hour.

As a preferred embodiment, in the step (2), 110 DEG C of reflux dewaterings are warming up to.

As a preferred embodiment, in the step (2), washing filter cake is carried out using dehydrated alcohol.

Advantageous effects are the present invention compared with prior art:

(1) compared to conventional synthesis process, the synthetic method of 2- ethylaminoethanol sulfuric ester provided by the invention, synthetic line Shorter, reaction efficiency is higher；The purity of products therefrom is more preferable simultaneously, and yield is higher.

(2) present invention is not required to expensive special producing equipment, and raw material sources are extensive, cheap, thus effectively Production cost is reduced, good economic benefit can be obtained.

Detailed description of the invention

Present invention will be further explained below with reference to the attached drawings and examples.

Fig. 1 is composition principle figure of the invention.

Fig. 2 is the quantitative nuclear magnetic spectrogram of the 2- amino-ethyl sulfuric ester of the embodiment of the present invention 1.

Fig. 3 is the nuclear magnetic spectrogram of the 2- amino-ethyl sulfuric ester of the embodiment of the present invention 1.

Specific embodiment

The invention will be further described combined with specific embodiments below.Following embodiment is only used for clearly illustrating Technical solution of the present invention, and not intended to limit the protection scope of the present invention.