Method for synthesizing producets in vitamin K2 series

A synthetic method and technology of vitamins, applied in chemical instruments and methods, preparation of organic compounds, chemical recovery, etc., can solve the problems of low yield and many side reactions, and achieve the goal of reducing environmental pollution, easy operation and high yield Effect

Active Publication Date: 2007-12-26
广东固升医药科技有限公司
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Problems solved by technology

[0009] In recent years, it has been reported in the literature that the Diels-Alder reaction of 2-methyl-1,4-naphthoquinone and cyclopentadiene is used to convert the α-non-acidic alkene hydrogen of the parent nucleus quinone structure into a ketone α- Hydrogen atom, in the presence of a strong alkaline deprotonizing condensing a

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  • Method for synthesizing producets in vitamin K2 series
  • Method for synthesizing producets in vitamin K2 series
  • Method for synthesizing producets in vitamin K2 series

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Embodiment Construction

[0034] (1) Preparation of 2-methyl-1,4-naphthoquinone hydroquinone: 516g (3mol) 2-methyl-1,4-naphthoquinone is placed in a 5000mL three-necked bottle, equipped with a mechanical stirrer, and 2000mL of water is added and 2000mL ethanol, stirred, and added 107.9g (2mol) KBH in portions 4 , control the reaction temperature not to exceed 50°C, and after the addition is completed, seal and stir until the reaction solution is light green, under the protection of nitrogen flow, use dilute hydrochloric acid to slowly neutralize to pH 4, extract three times with ethyl acetate, combine ethyl acetate, Anhydrous Na 2 SO 4 Dry, recover about 70% ethyl acetate, cool to room temperature, freeze and crystallize in the refrigerator for 12 hours, filter, recover part of the ethyl acetate from the filtrate, freeze and crystallize, combine the obtained crystals twice, heat and dissolve with ethyl acetate, Freeze and recrystallize in the refrigerator, filter, and drain the crystals to obtain 472...

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Abstract

This invention discloses a method for synthesizing vitamin K2 product. The method comprises: reducing 2-methyl-1, 4-naphthoquinone into hydroquinone by using KBH4, performing Fridel-Crafts alkylation reaction with long-chain tert-terpenol in nitromethane/n-hexane system with anhydrous ZnCl2, boron trifluoride diethyl etherate and CuBr as the catalysts to introduce long-chain terpenyl to the C3 site of hydroquinone, oxidizing with isopropanol solution of FeCl3 to obtain corresponding vitamin K2. The method has such advantages as mild reaction conditions, high yield, recoverable reagents, and no environmental pollution.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis. Background technique [0002] Fat-soluble vitamin K compound, its core structure is 2-methyl-1,4-naphthoquinone. Vitamin K1 and vitamin K2 are two naturally occurring vitamins; widely used synthetic vitamin K are vitamin K3 and vitamin K4, and their structures are as follows: [0003] [0004] Phylloquinone (Vitamin K1) Vitamin K2 (Menadione MK n ) [0005] [0006] Vitamin K3 Vitamin K4 [0007] The classic role of vitamin K is to maintain the normal coagulation function of the body, promote the synthesis of prothrombin (ie coagulation factor II) in the liver, and also regulate the synthesis of the other three coagulation factors. In 1975, Pettifor and other scholars first put forward the hypothesis that vitamin K participates in human bone metabolism. After extensive research, it was found that vitamin K1 can promote calcification, while vitamin K2 has a stronger effect, and...

Claims

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Application Information

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IPC IPC(8): C07C50/14C07C46/00
CPCY02P20/582
Inventor 朱洪友付正启雷泽刘复初温晓江木晓云方瑞斌张爱华
Owner 广东固升医药科技有限公司
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