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A kind of abietyl phosphine derivatization reagent maleopimaric acid monoethyl phosphoryl chloride for nuclear magnetic resonance chirality detection and preparation method thereof

A technology of pimaric acid monoethyl phosphoryl and pimaric acid monoethyl ester diol, which is applied in the field of organic chemical synthesis, and can solve the problems of complex production process, high cost, and many synthesis steps

Active Publication Date: 2019-08-30
GUANGXI NORMAL UNIV
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  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the current commercial chiral phosphine derivatization reagents have many synthesis steps and complicated production process, so the cost is high.

Method used

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  • A kind of abietyl phosphine derivatization reagent maleopimaric acid monoethyl phosphoryl chloride for nuclear magnetic resonance chirality detection and preparation method thereof
  • A kind of abietyl phosphine derivatization reagent maleopimaric acid monoethyl phosphoryl chloride for nuclear magnetic resonance chirality detection and preparation method thereof
  • A kind of abietyl phosphine derivatization reagent maleopimaric acid monoethyl phosphoryl chloride for nuclear magnetic resonance chirality detection and preparation method thereof

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Embodiment

[0022] A kind of abietyl phosphine derivatization reagent maleopimaric acid monoethyl ester phosphorus oxychloride for nuclear magnetic resonance chirality detection, the composition structural formula of described maleopimaric acid monoethyl ester phosphorus oxychloride is as follows:

[0023]

[0024] The preparation method of the above-mentioned abietyl phosphine derivatization reagent maleopimaric acid monoethyl ester phosphorus oxychloride for nuclear magnetic resonance chiral detection comprises the following steps:

[0025] 1) Preparation of maleopimaric anhydride monoethyl ester: take maleopimaric acid as starting material and carry out esterification reaction with diethyl sulfate to obtain maleopimaric anhydride monoethyl ester, that is: maleopimaric acid, freshly steamed Dissolve diethyl sulfate and potassium carbonate in acetone, heat to reflux, filter to remove insoluble matter after cooling, remove the solvent under reduced pressure, dissolve the residue with di...

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Abstract

The invention discloses a method for preparing maleopimaric acid mono-ethyl phosphorus oxychloride which is a rosin-based phosphine derivatization reagent for nuclear magnetic resonance chirality detection. The method is characterized by comprising steps of 1), preparing maleopimaric acid anhydride mono-ethyl; 2), preparing maleopimaric acid mono-ethyl diol; 3), preparing the maleopimaric acid mono-ethyl phosphorus oxychloride. The method for preparing the maleopimaric acid mono-ethyl phosphorus oxychloride has the advantages of low cost, simple synthesis processes and short synthesis procedures. The invention further discloses a composition structural formula of a maleopimaric acid mono-ethyl phosphorus oxychloride compound which is the rosin-based phosphine derivatization reagent for the nuclear magnetic resonance chirality detection.

Description

technical field [0001] The invention relates to the field of organic chemical synthesis, in particular to an abietyl phosphine derivatization reagent maleopimaric acid monoethyl ester phosphorus oxychloride for nuclear magnetic resonance chiral detection and a preparation method thereof. Background technique [0002] Rosin is one of the most important products in my country's forestry chemical industry. The research on renewable resource rosin and its modified products has become a hot spot in the research and application of natural resource chemistry. In the development and research of rosin chiral compounds, it was found that rosin chiral diterpene acids showed good performance in chiral separation and recognition, asymmetric catalysis and induction. [0003] The current use of NMR chiral detection is based on 31 The method for the determination of P nuclei needs to pre-treat the sample with a chiral phosphine derivatization reagent, and through the derivatization reactio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6571G01N24/08
Inventor 吴强王恒山李庆余王红强潘英明王龙超肖资龙
Owner GUANGXI NORMAL UNIV
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