Method for synthesizing vitamin K1

A vitamin and methyl technology, applied in the field of synthetic vitamin K1, can solve the problems of harsh reaction conditions, low yield, simple experimental conditions, etc., and achieve the effects of mild reaction conditions, reduced operating hours, and high reaction selectivity

Inactive Publication Date: 2015-07-01
安徽万和制药有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It can be concluded from comprehensive literature that various methods for synthesizing vitamin K1 have their own advantages and disadvantages. The menaquinone-cyclopentadiene method has relatively simple steps and high product yield, but the separation and purification of subsequent products is difficult and not suitable for industrialization. Large-scale production; one-pot method has good stereosel

Method used

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  • Method for synthesizing vitamin K1
  • Method for synthesizing vitamin K1
  • Method for synthesizing vitamin K1

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Synthesize vitamin K1 as follows:

[0025] (1) Synthesis of 2-methyl 1,4-naphthodiol: Add 120g of anhydrous ether to a 500ml round-bottomed flask, then add 20g of 2-methyl-1,4-naphthoquinone, stir and dissolve, then add 80g of petroleum ether, Raise the temperature to reflux, then slowly add 200g of 25% sodium dithionite solution dropwise, and the dropwise addition is completed in about 1 hour. After the dropwise addition, keep the temperature and reflux for 3 hours; The lower aqueous layer was removed, washed twice with saturated brine, dehydrated by adding 10 g of anhydrous sodium sulfate, and filtered, and the filtrate was 2-methyl-1,4-naphthalenediol solution.

[0026] (2) Synthesis of vitamin K1: under nitrogen protection, add 2g samarium trifluoromethanesulfonate and 2g acetic acid to the above solution, stir and heat up to reflux, slowly add 60g50% phytoalcohol petroleum ether solution dropwise, after the dropwise addition is completed , keep warm and reflux for...

Embodiment 2

[0028] Synthesize sucralose-6-ethyl ester as follows:

[0029] (1) Synthesis of 2-methyl 1,4-naphthodiol: Add 150g of anhydrous ether to a 500ml round bottom flask, then add 22g of 2-methyl-1,4-naphthoquinone, stir and dissolve, then add 90g of petroleum ether, Raise the temperature to reflux, then slowly add 230g of 25% sodium dithionite solution dropwise, and the dropwise addition is completed in about 1 hour. After the dropwise addition, keep warm and reflux for 3.5 hours; The lower aqueous layer was removed, washed twice with saturated brine, dehydrated by adding 8 g of anhydrous sodium sulfate, and filtered, and the filtrate was 2-methyl-1,4-naphthalenediol solution.

[0030] (2) Synthesis of vitamin K1: under the protection of nitrogen, add 2.2g samarium trifluoromethanesulfonate and 2.5g acetic acid to the above solution, stir and heat up to reflux, slowly add 60g50% phytoalcohol petroleum ether solution dropwise, dropwise After the completion, heat preservation and re...

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Abstract

The invention discloses a method for synthesizing vitamin K1, relating to the field of synthesis of organics. The method comprises the following steps: reducing 2-methyl1,4-naphthalenediol in a certain solvent in the presence of a reducing agent under certain conditions to generate 2-methyl-1,4-hydronaphthoquinone; then, adding pohytol and reacting under certain conditions in the presence of a proper catalyst to synthesize 2-methyl3-phytyl1,4-naphthalenediol; oxidizing with a proper oxidizing agent to generate vitamin K1; and carrying out vacuum concentration to obtain finished vitamin K1. When the method is used for synthesizing vitamin K1, 2-methyl1,4-naphthoquinone is used as a raw material, no hydroxyl group protection is needed. Therefore, the method disclosed by the invention has the characteristics of simple process, mild reaction conditions, high yield, high product purity and high product yield; and in addition, the production cost is low, and therefore the method is very suitable for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing organic matter, more specifically, a method for synthesizing vitamin K1. Background technique [0002] Vitamin K1, chemical name 2-methyl-3-(3,7,11,15-tetramethylhexade-2-enyl)-1,4-naphthoquinone, vitamin K1 belongs to vitamin drugs, is synthesized by the liver Substances necessary for factors II, VII, IX, and X. Vitamin K1 Injection is a product in the 2009 edition of the National Essential Medicines List, and is mainly used for the treatment of various hemorrhagic diseases caused by vitamin K deficiency. As a pharmaceutical preparation, vitamin K1 is clinically used in the prevention and treatment of hypothrombin, vitamin K1 deficiency, neonatal spontaneous hemorrhage, and bleeding caused by obstructive jaundice, biliary fistula, chronic diarrhea, etc. Coumarins, water Hypoprothrombinemia caused by sodium cylate, etc. Vitamins also have analgesic and relieving bronchospasm effects, and have obviou...

Claims

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Application Information

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IPC IPC(8): C07C50/14C07C46/06
Inventor 刘海
Owner 安徽万和制药有限公司
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