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Method for extracting high-purity solanesol from potato leaf, tobacco leaf and/or tobacco stem

A technology for solanesol and potato, which is applied in the field of extracting high-purity solanesol, can solve the problems of high temperature, pressure accumulation and high operating cost, and achieves the effects of mild reaction conditions, reduced waste water discharge and low operating cost.

Active Publication Date: 2008-05-21
SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The content of solanesol in the bound state accounts for 40-60% of the total amount of solanesol, and the common method to convert the solanesol in the bound state into free solanesol is to saponify it with alkali in its alcohol solution; Alcohol contains multiple non-conjugated double bonds, its chemical properties are unstable, and it is easy to undergo oxidation reaction under strong alkali conditions, thereby reducing the yield of solanesol. For this, the commonly used method is to add weak base and inert gas protection Or add anti-oxidant, above-mentioned method has solved the oxidation problem during saponification to a certain extent, but also has the following problems: weak base saponification, reaction speed is too high, and cycle is long, needs relatively high temperature; Inert gas protection makes reaction basically be in The sealed system is easy to cause pressure accumulation, strict equipment requirements, and high operating costs; antioxidants must be oxidized before solanesol, consume oxygen in the reaction system, and prevent solanesol from being oxidized, which in turn gives solanesol and The separation of antioxidants has brought difficulties, and a suitable saponification process is the bottleneck for improving the yield of solanesol and reducing costs
The above-mentioned methods generally lack effective wax removal procedures, and a certain amount of wax will still remain in the product obtained by crystallization and recrystallization, and, due to the oxidation side reaction of solanesol in the saponification process, the overall yield is partial. Low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Take 20g of crushed dry tobacco leaves, and repeatedly extract them with ethyl acetate at 50°C until no solanesol can be detected in the ethyl acetate phase, then combine the extracts and evaporate to dryness to obtain 2g of extract; , 0.02g of sodium hydroxide, 0.001g of tetramethylammonium chloride, fully stirred, heated in a water bath at 50°C, until no bound solanesol could be detected in the organic phase, separated and evaporated to dryness of the cyclohexane phase, and the added volume ratio was A 1:5 mixed solution of ethanol-acetone was made into a saturated system at 50°C, refluxed for 10 minutes, stood at room temperature for 30 minutes, filtered, and the filtrate was left to stand again, filtered, and repeated standing and filtering until there was no white substance in the filtrate Evaporate the filtrate to dryness to obtain the crude solanesol after wax removal, dissolve the crude solanesol after wax removal in methanol under reflux, make a saturated soluti...

Embodiment 2

[0030]Take 30g of crushed dried potato leaves, extract solanesol with ethanol at 30°C until complete, evaporate the extract to dryness, and obtain 5g of extract; add 100ml of n-hexane, 25ml of water, 0.15g of potassium hydroxide, and 0.003g of benzyl Trimethylammonium chloride, fully stirred, heated in a water bath at 40°C until no bound solanesol was detected in the organic phase, separated and evaporated to dryness of the n-hexane phase, and added methanol-acetone mixed solution with a volume ratio of 1:2 in Prepare a saturated system at 55°C, reflux for 10 minutes, let stand at room temperature for 30 minutes, filter, and then let the filtrate stand still, filter, repeat the standing and filtering operations until no white matter is formed in the filtrate, evaporate the filtrate to dryness, and obtain the wax-removed Crude solanesol, acetonitrile dissolves the crude solanesol after wax removal in a reflux state, prepares a saturated solution, crystallizes at -10°C for 24 hou...

Embodiment 3

[0032] Take 30g of crushed dried tobacco rods, use ethanol at 60°C to repeatedly ultrasonically extract solanesol until complete, and evaporate the extract to dryness to obtain 1.0g of extract; add 30ml of benzene, 150ml of water, 0.2g of sodium carbonate, and 0.001g of tetramethyl Ammonium chloride, stirred thoroughly, heated in a water bath at 60°C until the organic phase could not detect the bound solanesol, separated and evaporated the benzene phase to dryness, added ethanol-acetone mixed solution with a volume ratio of 1:1 at 60°C to prepare Saturation system, reflux for 10 minutes, stand at room temperature for 30 minutes, filter, and then let the filtrate stand still, filter, repeat the standing and filtering operations until no white matter is formed in the filtrate, evaporate the filtrate to dryness, and obtain the crude solanesol after wax removal, Methanol dissolves the crude solanesol after wax removal in a reflux state, makes a saturated solution, crystallizes at -...

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PUM

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Abstract

A method of extracting high-purified solanesol from potato leaves, tobacco leaves and / or tobacco stems is that the solanesol is extracted from the raw materials by extracting solvent, solanesol extract is obtained after solid-liquid separation; the solanesol extract is processed for the phase-transfer catalytic saponification reaction inside an organic-solvent-buck-phase-transfer catalyst system; the solanesol extract after saponification is completely dissolved in mixed alcohol-acetone solvent under 50 DEG C to 75 DEG C for stationary placing, cooling and filtering; filtrate is steamed to be dry to obtain the solanesol extract after wax removal, and the solanesol extract is dissolved in methanol or acetonitrile in reflux to be frozen and crystallized for obtaining white solid which is dried to obtain the solanesol. The present invention has the advantages of gentle reaction condition, simple technology, short production period, large batch, the high yield and purity of the solanesol and being convenient for industrialization.

Description

technical field [0001] The invention relates to a method for extracting highly purified solanesol from potato leaves, tobacco leaves and / or tobacco rods. Background technique [0002] Solanesol Solanesol is a polyprenyl alcohol with the molecular formula C 45 h 74 The simplified structure of O is H[CH 2 C(CH 3 )CHCH 2 ] 9 OH, relative molecular weight: 631, pure product is white waxy solid, melting point 41°C. Weak polarity, easily soluble in organic solvents. Solanesol is a long-chain fatty alcohol with multiple non-conjugated double bonds in its structure and has a very strong ability to absorb free radicals. It mainly exists in tobacco leaves, tobacco stems, and potato leaves. Solanesol is an important pharmaceutical intermediate, which can be used to synthesize vitamin K 2 and coenzyme Q 10 It can also be used as a raw material for the synthesis of some antiallergic drugs, antiulcer drugs, hypolipidemic drugs or anticancer drugs, and it is also a substance with ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C33/02C07C29/74
Inventor 侯相林邓天昇李英华
Owner SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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