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Method for catalytic synthesis of garlic oil of different combinations by phase-transfer method

A technology of phase transfer catalysis and phase transfer catalyst, which is applied in the fields of organic chemistry, hydrogenated polysulfide/polysulfide preparation, etc., can solve problems such as residues and affect product quality, and achieve improved conversion rate, shortened reaction time, and product yield. The effect of high rate and content

Inactive Publication Date: 2009-01-07
HUAIYIN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] It can be seen that these two main components in garlic oil are synthesized by different methods, but both use allyl chloride as a raw material, which is highly irritating to the skin, mucous membranes, and respiratory tract. There are trace residues in the product, affecting the quality of the product

Method used

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  • Method for catalytic synthesis of garlic oil of different combinations by phase-transfer method
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  • Method for catalytic synthesis of garlic oil of different combinations by phase-transfer method

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Example 1 Synthesis of garlic oil based on diallyl trisulfide by phase transfer catalysis

[0024] Put 110g (0.44mol) sodium thiosulfate, 350ml water and 0.5gPEG-400 into the reaction flask equipped with mechanical stirrer, thermometer, dropping funnel and reflux condenser, heat to 40°C, add dropwise 30ml (0.37mol ) chloropropene, reacted at this temperature for 2 hours after dropping; cooled to room temperature, added formaldehyde-disodium hydrogen phosphate buffer solution to adjust pH7, added dropwise 100ml of 50% sodium sulfide solution at 20°C and stirred for 1 hour after the dropwise addition, and stood to separate layer, and the oil layer was dried with anhydrous sodium sulfate to obtain 29.4 g of a light yellow clear transparent oil, with a yield of 89.3% (in terms of chloropropene). The product was analyzed by gas chromatography wherein the content of diallyl trisulfide reached 98.4%, and the content of diene Propyl disulfide content reaches 1.6%.

Embodiment 2

[0025] Example 2 Synthesis of garlic oil based on diallyl trisulfide by phase transfer catalysis

[0026] Put 75g (0.30mol) of sodium thiosulfate, 250ml of water and 4g of OP-10 into a reaction flask equipped with a mechanical stirrer, a thermometer, a dropping funnel and a reflux condenser, heat to 45°C, and drop 20ml (0.25mol) Allyl chloride, react at this temperature for 1 hour after dropping; cool to room temperature, add ammonia-ammonium chloride buffer solution to adjust pH8, add 50ml of 40% sodium sulfide solution dropwise at 20°C, stir for 1 hour after dropping, let stand and separate , the oil layer was dried with anhydrous sodium sulfate to obtain 19.2 g of light yellow clear and transparent oily matter, and the yield was 86.3% (in terms of allyl chloride). The product was analyzed by gas chromatography wherein the content of diallyl trisulfide reached 93.4%. The base disulfide content reaches 6.5%.

Embodiment 3

[0027] Example 3 Synthesis of garlic oil based on diallyl trisulfide by phase transfer catalysis

[0028] Put 124g (0.5mol) sodium thiosulfate, 250ml water and 0.3g PEG-600 into the reaction flask equipped with mechanical stirrer, thermometer, dropping funnel and reflux condenser, heat to 50°C, add dropwise 40ml (0.5mol ) chloropropene, react at this temperature for 1 hour after dropping; cool to room temperature, add formaldehyde-disodium hydrogen phosphate buffer solution to adjust pH8, add dropwise 150ml of 40% sodium sulfide solution at 20°C and stir for 1h after the dropwise addition, and let stand The layers were separated, and the oil layer was dried with anhydrous sodium sulfate to obtain 38 g of a light yellow, clear and transparent oil, with a yield of 85.4% (calculated as allyl chloride). The product was analyzed by gas chromatography wherein the content of diallyl trisulfide reached 96.5%, and the content of diene The content of propyl disulfide reaches 3.4%.

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Abstract

The invention discloses a method for synthesizing garlic oil with different compositions through phase transfer catalysis. Chloropropene reacts with sodium thiosulfate in the presence of phase transfer catalyst, generated monoester mono-sodium thiosulfate reacts with sodium sulfide through the adjustment of buffer solution, and the garlic oil mainly containing diallyl trisulfide or diallyl disulfide is obtained through extraction separation. The method can synthesize the garlic oil with different compositions through changing the phase transfer catalyst in the same reaction system so as to satisfy the content requirements of different applications for diallyl trisulfide and diallyl disulfide in dephenzoat; the chloropropene residuals exist in the garlic oil, the reaction requires low conditions, the post-processing method is simple and convenient, and the product quality and the yield are high.

Description

technical field [0001] The invention relates to a method for synthesizing garlic oil with different compositions by phase transfer catalysis. Background technique [0002] Natural garlic oil is a volatile oily substance extracted from the bulbs of the perennial root herb garlic of the Liliaceae family. Its structure has been confirmed by infrared spectroscopy, mass spectroscopy and nuclear magnetic resonance spectroscopy. Allicin (that is, diallyl trisulfide), etc., and a small amount of diallyl sulfur and diallyl tetrasulfide. Garlic oil has broad-spectrum antibacterial properties, anti-virus, anti-hypertensive, and lipid-lowering effects. It can prevent and treat cardiovascular diseases in middle-aged and elderly people. In addition, it also has various effects such as anti-cancer and weight loss. Therefore, it has been used as medicine, feed additive, Edible spices are widely used in medicine, animal husbandry, food and other industries. However, the extraction rate of ...

Claims

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Application Information

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IPC IPC(8): C07C321/18C07C319/22
Inventor 吴洁
Owner HUAIYIN INSTITUTE OF TECHNOLOGY
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