Method for extraction separation of 4-nitrobenzene glycine enantiomer by multistage centrifugal extractor

A technology of nitrophenylglycine and enantiomers, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of excess enantiomers and low yield, and achieve low extraction inhibition, The effect of simple process and stable product quality

Active Publication Date: 2014-11-26
HUNAN INSTITUTE OF SCIENCE AND TECHNOLOGY
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  • Abstract
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  • Claims
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Problems solved by technology

[0005] This patent proposes a method for separating 4-nitrophenylglycine enantiomers in order to solve the problems of enantiomer excess and low yield of single-stage chiral solvent e

Method used

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  • Method for extraction separation of 4-nitrobenzene glycine enantiomer by multistage centrifugal extractor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0010] Dissolve 0.3988 g of 4-nitrophenylglycine enantiomers in 0.1 mol / L of NaH 2 PO 4 / H 3 PO 4 Adjust the pH in the buffer solution to 7.0 to prepare a 1L solution with a concentration of 2 mmol / L as the liquid phase;

[0011] Take 0.6786 g NaPF 6 Soluble in 0.1 mol / L NaH 2 PO 4 / H 3 PO 4 Adjust the pH in the buffer solution to 7.0 to prepare a 2L solution with a concentration of 2 mmol / L as the aqueous phase;

[0012] Take 0.7685 g [(CH 3 EN) 4 Cu]PF 6 and 1.2579 g BINAP were dissolved in pure 1,2-dichloroethane organic solvent, magnetically stirred, and reacted in the dark for 12 hours, and a 2L solution was prepared as the organic phase;

[0013] Connect 10-stage centrifugal extractors in series, use a centrifugal pump to pump the organic phase into the centrifugal extractor first, when the organic phase flows out from the outlet of the extraction phase, pump the water phase into the centrifugal extractor from the corresponding inlet, and then enter the equili...

Embodiment 2

[0015] Dissolve 0.3988 g of 4-nitrophenylglycine enantiomers in 0.1 mol / L of NaH 2 PO 4 / H 3 PO 4 Adjust the pH in the buffer solution to 7.0 to prepare a 1L solution with a concentration of 2 mmol / L as the liquid phase;

[0016] Take 0.6786 g NaPF 6 Soluble in 0.1 mol / L NaH 2 PO 4 / H 3 PO 4 Adjust the pH in the buffer solution to 7.0 to prepare a 2L solution with a concentration of 2 mmol / L as the aqueous phase;

[0017] Take 0.7685 g [(CH 3 EN) 4 Cu]PF 6 and 1.2579 g BINAP were dissolved in pure 1,2-dichloroethane organic solvent, magnetically stirred, and reacted in the dark for 12 hours, and 2 L was dissolved in as the organic phase;

[0018] Connect 14 stages of centrifugal extractors in series, use a centrifugal pump to pump the organic phase into the centrifugal extractor first, when the organic phase flows out from the outlet of the extraction phase, pump the water phase into the centrifugal extractor from the corresponding inlet, and then enter the equilibr...

Embodiment 3

[0020] Take 0.7976 g of 4-nitrophenylglycine enantiomers dissolved in 0.1 mol / L of NaH 2 PO 4 / H 3 PO 4 Adjust the pH in the buffer solution to 7.0 to prepare a 1L solution with a concentration of 4 mmol / L as the liquid phase;

[0021] Take 1.3572 g NaPF 6 Soluble in 0.1 mol / L NaH 2 PO 4 / H 3 PO 4 Adjust the pH in the buffer solution to 7.0 to form a 2 L solution with a concentration of 4 mmol / L as the aqueous phase;

[0022] Take 1.5370 g [(CH 3 EN) 4 Cu]PF 6 and 2.5158 g of BINAP were dissolved in pure 1,2-dichloroethane organic solvent, stirred by magnetic force, and reacted in the dark for 12 hours, and made into 2L and dissolved in the organic phase;

[0023]Connect 14 stages of centrifugal extractors in series, use a centrifugal pump to pump the organic phase into the centrifugal extractor first, when the organic phase flows out from the outlet of the extract phase, pump the water phase into the centrifugal extractor from the corresponding inlet, and then ente...

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Abstract

The invention introduces a method for extraction separation of a 4-nitrobenzene glycine enantiomer. The method provided by the invention makes use of the selective complexation of a BINAP-Cu metal complex extractant and a 4-nitrobenzene glycine enantiomer and the centrifugal action force of a centrifugal extractor to intensify the mass transfer efficiency and accelerate the mass transfer and reaction of 4-nitrobenzene glycine enantiomer in an aqueous phase and organic phase. At the same time, according to the invention, NaPF6 of certain concentration is added into an aqueous inlet solution so as to minimize the inhibition on the extraction effect of an extraction section while maximizing the washing effect of a washing section, thereby greatly improving the purity and yield at the extraction phase outlet and raffinate phase outlet. The technology overcomes the problems of low mass transfer efficiency and low purity and yield of single-stage extraction in common extraction technologies. The method can realize fast and high selective separation of 4-nitrobenzene glycine through multistage countercurrent extraction. Also the equipment is simple, and the operation is simple and convenient.

Description

technical field [0001] The invention relates to a method for extracting and separating the enantiomers of 4-nitrophenylglycine, in particular to a method for extracting and separating the enantiomers of 4-nitrophenylglycine by using a centrifugal extractor through multistage countercurrent reaction. Background technique [0002] 4-nitrophenylglycine (4-nitrobenzene glycine, PGL), a derivative of phenylglycine, is an important pharmaceutical intermediate. Due to its optical activity, the left-handed product and the right-handed product have different pharmacological effects. The product is often used in the synthesis of antibiotics, and can be used as a D-type serine transporter inhibitor. It can be used clinically to treat central nervous system diseases, and is also used to synthesize polypeptide hormones and various pesticides. Therefore, it is of great significance to develop a preparation method for the single enantiomer of 4-nitrophenylglycine. [0003] The methods for...

Claims

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Application Information

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IPC IPC(8): C07C229/36C07C227/40
Inventor 唐课文张盼良文平周从山杨长安易健民阎建辉
Owner HUNAN INSTITUTE OF SCIENCE AND TECHNOLOGY
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