CN103086894B - A kind of synthetic method of electroplating additive 3-methyl-3-aminobutyne - Google Patents

Abstract

The invention relates to a synthesis method of an electroplating additive 3-methyl-3-aminobutyne, which comprises the following steps: adding methylbutyne alcohol and liquid ammonia, or methylbutyne alcohol, liquid ammonia and catalyst alkyl metal salt into a reaction kettle, and uniformly stirring to react; and after the reaction finishes, separating the reaction product to obtain the 3-methyl-3-aminobutyne. The invention can obtain the product by one step. The method has the advantages of simple and accessible raw materials, low price, simple technique, low cost, high product purity, high yield, low environmental pollution and low labor intensity.

Description

A kind of synthetic method of electroplating additive 3-methyl-3-aminobutyne

technical field

The invention relates to a preparation method of a compound, in particular to a synthesis method of an electroplating additive 3-methyl-3-aminobutyne.

Background technique

3-Methyl-3-aminobutyne is an excellent brightener for nickel plating. It also has excellent leveling effect, strong deep plating ability, and fine crystallization of the coating. It is widely used in nickel plating and alloy electroplating industry, and it is also used in the production of intermediates of pesticides (propagylchloride). In medicine, it is mainly used in the production of anti-inflammatory, analgesic, anti-depressant, and anti-tumor drugs. In the fine chemical industry There are certain fields of application. The synthesis method of 3-methyl-3-aminobutyne has not been reported in China, and there are very few synthesis documents abroad. After consulting a large number of documents, it is found that the synthetic method adopted at home and abroad is to synthesize methylbutynyl chloride with methylbutynol and hydrochloric acid, and then use methylbutynyl chloride and ammonia water to synthesize 3-methyl-3-aminobutyrate under alkaline conditions. Alkyne, the reaction scheme is as follows:

This process is divided into two steps. Through our experiments, we found that hydrochloric acid is highly corrosive and extremely toxic; a large amount of acidic liquid wastewater is discharged during the reaction. Simultaneously because there are more than five kinds of by-products in the first step reaction, it is relatively difficult to cause subsequent distillation, and the product purity is not high, only 80%. At the same time, the yield is low and thus the production cost is high. Therefore, it is very beneficial to invent a new synthetic method of electroplating additive 3-methyl-3-aminobutyne.

Contents of the invention

The purpose of the present invention is to provide a kind of synthetic method of electroplating additive 3-methyl-3-aminobutyne for the defect of prior art method, and it overcomes that prior art method exists product cost height, equipment loss is big, pollution control Difficult, the disadvantage of low purity.

Technical scheme of the present invention is realized like this:

A method for synthesizing electroplating additive 3-methyl-3-aminobutyne, which is characterized in that it is carried out according to the following steps: adding methyl butynol and liquid ammonia into a reaction kettle, stirring evenly and then reacting, separating after the reaction The reaction product is 3-methyl-3-aminobutyne.

Add the catalyst alkyl metal salt into the above reaction kettle, stir evenly and then react, and separate the reaction product after the reaction to obtain 3-methyl-3-aminobutyne.

The synthetic route of the present invention is as follows:

The preferred technical solution of the present invention is: after the reaction, the reaction solution is distilled, and the fraction at 79-81°C is collected to obtain high-purity 3-methyl-3-aminobutyne.

The reaction temperature of the present invention is controlled at 50-100°C, and the pressure is controlled at 1-1.5Mpa. The preferred temperature is 60°C, and the preferred pressure is 1.5Mpa.

Wherein said alkyl metal salt is triisobutylaluminum or tert-butyllithium.

Synthetic method one:

At room temperature, add 3-methyl-3-hydroxybutyne and liquid ammonia to the reactor, raise the temperature to 60°C, and control the pressure of the reactor to 1.5Mpa at the same time, the reaction time is 24 hours, the reaction is completed, and the reaction liquid is Distill and collect fractions at 79-81°C to obtain high-purity products.

Synthetic method two:

At room temperature, add 3-methyl-3-hydroxybutyne, catalyst triisobutylaluminum or tert-butyllithium, and liquid ammonia into the reactor, raise the temperature to 60°C, and control the pressure of the reactor to 1.5Mpa at the same time. After 6-10 hours, the reaction is completed; the reaction liquid is distilled and the fraction at 79-81°C is collected to obtain a high-purity product.

The invention only needs one step to obtain the product, and the method has simple and easy-to-obtain raw materials, low price, simple process, low cost, high product purity, high yield, less environmental pollution and low labor intensity.

Detailed ways

The present invention is further described in conjunction with the following examples.

Example 1: 84g of 3-methyl-3-hydroxybutyne and 25g of liquid ammonia were added to a 200ml high-pressure reactor, the temperature was raised to 50°C, and the pressure was raised to 1.0Mpa for reaction for 24 hours, cooling, and ammonia removal, and the reaction solution was carried out After distillation, the fraction at 79-81°C was collected to obtain 40 g of the product, which was detected by gas chromatography with a content of 95% and a yield of 48.2%.

Example 2: 84g of 3-methyl-3-hydroxybutyne, 2g of tert-butyllithium, and 25g of liquid ammonia were added to a 200ml high-pressure reactor, the temperature was raised to 100°C, and the pressure was raised to 1.5Mpa to react for 10 hours. After cooling and exhausting ammonia, the reaction solution was distilled, and the fraction at 79-81°C was collected to obtain 74g of the product, the content of which was detected by gas chromatography was 96%, and the yield was 89.1%.

Example 3: 84g of 3-methyl-3-hydroxybutyne, 2g of triisobutylaluminum, and 25g of liquid ammonia were added to a 200ml high-pressure reactor, the temperature was raised to 60°C, and the pressure was raised to 1.5Mpa for 6 hours of reaction. After cooling and exhausting ammonia, the reaction solution was distilled, and the fraction at 79-81°C was collected to obtain 65 g of the product. The content was 95% detected by gas chromatography, and the yield was 78.3%.

Claims (4)

1. the synthetic method of electroplating additive 3-methyl-3-aminobutyne, it is characterized in that carrying out according to the following steps: methylbutynol and liquefied ammonia are added in reactor, in reactor, add catalyzer metal alkylide salt, after stirring, react, reacted rear reaction product isolated and obtained 3-methyl-3-aminobutyne; Described metal alkylide salt is triisobutyl aluminium or tert-butyl lithium.

2. the synthetic method of electroplating additive 3-methyl-3-aminobutyne according to claim 1, is characterized in that: after wherein having reacted, reaction soln is distilled, collect 79-81 DEG C of cut, obtain 3-methyl-3-aminobutyne.

3. the synthetic method of electroplating additive 3-methyl-3-aminobutyne according to claim 1, is characterized in that: temperature of reaction control 50-100 DEG C, pressure-controlling is at 1-1.5Mpa.

4. the synthetic method of electroplating additive 3-methyl-3-aminobutyne according to claim 3, is characterized in that: temperature of reaction is 60 DEG C, pressure is 1.5Mpa.