Production technique of tert-butyl glycinate adapted for industrial production

A technology suitable for industrial production of tert-butyl glycine, which is applied in the field of production technology of tert-butyl glycine, can solve the problems of high price, limited source of raw materials, harmful environment of waste, etc., achieve mild chemical reaction conditions, simple waste treatment method, cheap effect

Active Publication Date: 2009-11-18
ASYMCHEM LAB FUXIN
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AI Technical Summary

Problems solved by technology

[0003] The raw material source of above-mentioned indirect method is limited, and price is expensive, and hydrogenation reaction needs noble metal catalyst, has increased production cost, makes the synthetic cost of glycine tert-butyl ester on the high side, is not suitable for suitability for industrialized production; Butyl ester compound (as tert-butyl bromoacetate) is synthesized, but cost is higher, and the waste that produces in the reaction process is harmful to environment; Increase production cost, is not suitable for suitability for suitability for industrialized production equally

Method used

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  • Production technique of tert-butyl glycinate adapted for industrial production
  • Production technique of tert-butyl glycinate adapted for industrial production
  • Production technique of tert-butyl glycinate adapted for industrial production

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Embodiment 1: prepare glycine tert-butyl ester:

[0024] Inject 61kg of methyl tert-butyl ether and 20kg of tert-butyl chloroacetate into the 200L reactor at one time, and start stirring. At room temperature, feed 50 kg of liquid ammonia into the system. The system was warmed up to 10°C, and kept at this temperature for reaction. After the system was press-filtered, the filtrate was concentrated to remove the solvent, and then rectified to obtain a colorless liquid with a yield of 70%, a purity of 99%, and a boiling point of 77°C / -01MPa. Ammonium chloride is produced during the production process.

[0025] 1HNMR (300MHz, CDCl3); δ1.470 (tert-butyl CH3, m), δ3.315 (CH2, d).

Embodiment 2

[0026] Embodiment 2: prepare glycine tert-butyl ester:

[0027] Inject 132kg of cyclohexane and 13kg of tert-butyl chloroacetate into the 500L reactor at one time, start stirring, and then inhale 130kg of ammonia solution to ensure that the system is airtight and absorb exhaust gas. Slowly raise the temperature of the system to 40°C. The reaction was incubated at this temperature for 6 h. After extraction, the organic phase was dried, concentrated to remove the solvent, and rectified to obtain a colorless liquid with a yield of 65% and a purity of 96%. Ammonium chloride is produced during the production process.

Embodiment 3

[0028] Embodiment 3: prepare glycine tert-butyl ester:

[0029] 133kg of tetrahydrofuran and 6kg of butyl chloroacetate were pumped into a 200L reactor, and then 35kg of liquid ammonia solution was added. The system was heated to 50°C and kept at this temperature for 12h. The system was filtered by pressure and washed with water. After extraction, the organic phase was concentrated to remove the solvent, and rectified to obtain a colorless liquid with a yield of 72% and a purity of 97%. Ammonium chloride is produced during production.

[0030] Find out clearly according to above-mentioned embodiment: the production technology of the glycine tert-butyl ester that this kind is suitable for industrial production can obtain the high target product of purity, in the whole production process, solvent all can be recycled, and the waste material that produces is mainly ammonium salt, It is a commonly used chemical raw material, can be used, and is a feasible and low-pollution synthes...

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Abstract

The object of the present invention is to provide a kind of production technology of the glycine tert-butyl ester that is suitable for industrial production, this production technology is by adopting chloroacetate tert-butyl and ammoniating agent reaction, directly synthesized glycine tert-butyl ester successfully, has larger Implementation value and social and economic benefits, it is a production process of glycine tert-butyl ester suitable for industrial production with reasonable process, safe and reliable production, high reaction yield, low production cost and basically no three wastes, and suitable for large-scale industrial production.

Description

(1) Technical field: [0001] The invention relates to a production process of amino acid derivatives suitable for industrial production, in particular to a production process of tert-butyl glycine suitable for industrial production. (two) background technology: [0002] Glycine tert-butyl ester has important medicinal value and development prospects. In amino acid and peptide chemistry, the carboxylic acid of a certain amino acid is often protected in the form of ester, and the specific steric hindrance can avoid molecular condensation of the same amino acid. Glycine tert-butyl ester can also prepare other glycine derivatives, and these glycine derivatives are widely used in industry, pesticides and other fields. Because glycine has poor solubility in organic solvents, it is difficult to directly synthesize glycine tert-butyl ester from glycine. At present, the following methods are commonly used for synthesis: such as N-benzyloxycarboxyglycine dissolved in an organic solve...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C227/08C07C229/08
Inventor 洪浩田长海
Owner ASYMCHEM LAB FUXIN
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