CN102267883A - Method for synthesizing vanillic aldehyde with guaiacol method - Google Patents
Method for synthesizing vanillic aldehyde with guaiacol method Download PDFInfo
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- CN102267883A CN102267883A CN201110225286XA CN201110225286A CN102267883A CN 102267883 A CN102267883 A CN 102267883A CN 201110225286X A CN201110225286X A CN 201110225286XA CN 201110225286 A CN201110225286 A CN 201110225286A CN 102267883 A CN102267883 A CN 102267883A
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Abstract
The invention relates to a method for synthesizing vanillic aldehyde with a guaiacol method. The method comprises the following reaction steps of: performing nitrosylation on methyl toluidine and natrium nitrosum to obtain p-nitrosodimethyl aniline; and condensing with guaiacol, extracting, neutralizing and drying to obtain finished vanillin. The method has the advantages of reasonable selected process, readily available raw materials, easiness and convenience for operation, low cost and environmentally-friendly process, and is easy for realizing industrial production; and the provided vanillin is an edible spice which is allowed to be used according to the national specifications, is widely applied to various seasoning foods which need milk fragrance such as cakes, cold drinks, chocolates, sugars, cookies, instant noodles and bread, and is used for increasing and fixing perfume in tobacco, seasoning wines, toothpastes, soaps, perfume cosmetics, ice creams and beverages and daily cosmetics.
Description
Technical field
The invention belongs to field of fine chemical, especially a kind of method of guaiacol method synthesis of vanillin.
Technical background
Vanillin food grade,1000.000000ine mesh is that 4-hydroxy 3-methoxybenzene formaldehyde is first kind of essence of human institute synthetic, be kind maximum in the perfume industry, it is the major ingredient of the cream vanilla generally liked of people, its purposes is very extensive, as in food, daily use chemicals, tobacco industry as perfume material, correctives or fixative, wherein food consumptions such as beverage, candy, cake, biscuit, bread and roasted seeds and nuts are in the majority.Also there is not relevant report to say that 4-hydroxy 3-methoxybenzene formaldehyde is harmful at present.Can be widely used in and play flavouring and fixation effect in food, chocolate, ice-creams, beverage and the daily cosmetics.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art part, provide a kind of technology rationally, raw material is easy to get, easy and simple to handle, cost is low, realize suitability for industrialized production easily, the preparation method of the free of contamination 4-hydroxy 3-methoxybenzene of technology formaldehyde.
The present invention realizes that the technical scheme of purpose is as follows:
A kind of method of guaiacol method synthesis of vanillin, raw material and step are as follows: proportioning raw materials:
Operation steps:
(1) nitrosylation: hydrochloric acid and water are mixed back adding reactor, be cooled to about 10 ℃, drip xylidine in 2h, temperature is no more than 25 ℃, continues to stir 20min afterwards, be cooled to the sodium nitrite in aqueous solution of dropping 25% after 5--8 ℃, temperature is controlled at 5--10 ℃ and continues down to stir 1h, leaches the NDMA hydrochloride, adds a certain amount of ethanol and concentrated hydrochloric acid again, with the dilution solid, get NDMA;
(2) condensation: urotropine is soluble in water, add methyl catechol and alcoholic acid mixed solution again, it is standby to store in header tank, the NDMA hydrochloride and the alcoholic acid mixture of above-mentioned gained are added reactor, add the catalyzer cuprous chloride after being heated to 25--30 ℃, drip the methyl catechol mixed solution when being heated to 35～38 ℃ then, about 3--3.5h drips, and temperature remains on 40--43 ℃, drip the back and continue stirring reaction 1h, add 40 ℃ water dilution then, and stir 15min, the crude product vanillin food grade,1000.000000ine mesh in the condensated liquid extracts with benzene, washing, regulate PH=4-5, branch vibration layer, benzene is removed in the underpressure distillation of benzene layer, gets coffee-like liquid, it is dissolved in the hot ethanol, slowly be cooled to 16～18 ℃ and make its cooling separate out white crystals, dry the back under 52～58 ℃, oven dry 12h gets the vanillin food grade,1000.000000ine mesh finished product.
And described reaction flask is three mouthfuls of reaction flasks that agitator, thermometer, condenser are housed.
And described adjusting pH value uses yellow soda ash.
Advantage of the present invention and positively effect are as follows:
1, the technology selected for use of the present invention rationally, raw material is easy to get, easy and simple to handle, cost is low, realize suitability for industrialized production easily, technology is pollution-free, the vanillin food grade,1000.000000ine mesh that is provided is the flavouring agent that China's regulation allows use, extensively be used in various need increasing in the blending food of milk breath, as playing flavouring and fixation effect in cake, cold drink, chocolate, candy, biscuit, instant noodles, bread and tobacco, blending drinks, toothpaste, soap, perfume makeup, ice-creams, beverage and the daily cosmetics.
2, vanillin food grade,1000.000000ine mesh provided by the invention is a kind maximum in the perfume industry, is one of important flavouring agent, has the milk of XIANGJIALANDOU fragrance and dense desire, is indispensable important source material in the foodstuff additive industry, meets U.S. FCCIV standard.
Embodiment:
Below in conjunction with embodiment, the present invention is further described, and following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
Embodiment 1:
A kind of method of guaiacol method synthesis of vanillin, proportioning raw materials and step are as follows:
Proportioning raw materials:
Operation steps:
1, nitrosylation: hydrochloric acid 166kg and water 200kg are added reactor, be cooled to 10 ℃ after, in 2h, drip xylidine 61.5kg, temperature is no more than 25 ℃, continues to stir 20min afterwards.Be cooled to after 6 ℃ 25% the aqueous solution that drips that the 75kg Sodium Nitrite is made into, temperature is controlled at 7--10 ℃ and continues to stir 1h down.Leach the NDMA hydrochloride, add a certain amount of ethanol and concentrated hydrochloric acid again,, get NDMA with the dilution solid.
2, condensation: urotropine 26kg is dissolved in the 34kg water, adds 126kg methyl catechol and 63kg alcoholic acid mixed solution again, it is standby to store in header tank.The NDMA hydrochloride and the alcoholic acid mixture 550kg of above-mentioned gained are added reactor, add catalyzer cuprous chloride 1.5kg after being heated to 28 ℃, drip the methyl catechol mixed solution when being heated to 35～36 ℃ then, about 3.2h drips, temperature remains on 40--43 ℃, drips the back and continues stirring reaction 1h.Add the water dilution of 40 ℃ of 100kg then, and stir 15min, the crude product vanillin food grade,1000.000000ine mesh in the condensated liquid extracts with benzene, and washing, sodium carbonate solution are neutralized to PH=4.2--4.5, branch vibration layer, and benzene is removed in the underpressure distillation of benzene layer, gets coffee-like liquid.It is dissolved in the ethanol of 68 ℃ of 50kg, slowly is cooled to 16～18 ℃ and makes its cooling separate out white crystals, dry the back under 52～56 ℃, oven dry 12h gets the vanillin food grade,1000.000000ine mesh finished product.
Embodiment 2:
A kind of method of guaiacol method synthesis of vanillin, proportioning raw materials and step are as follows:
Proportioning raw materials:
Operation steps:
1, nitrosylation: hydrochloric acid 168kg and water 200kg are added reactor, be cooled to 9--11 ℃, drip xylidine 63kg in 2h, temperature is no more than 25 ℃, continues to stir 20min afterwards.Be cooled to after 5 ℃ 25% the aqueous solution that drips that the 76kg Sodium Nitrite is made into, temperature is controlled at 8--10 ℃ and continues to stir 1h down.Leach the NDMA hydrochloride, add a certain amount of ethanol and concentrated hydrochloric acid again,, get NDMA with the dilution solid.
2, condensation: urotropine 26kg is dissolved in the 34kg water, adds 128kg methyl catechol and 65kg alcoholic acid mixed solution again, it is standby to store in header tank.The NDMA hydrochloride and the alcoholic acid mixture 550kg of above-mentioned gained are added reactor, add catalyzer cuprous chloride 2kg after being heated to 28 ℃, drip the methyl catechol mixed solution when being heated to 36～38 ℃ then, about 3.5h drips, temperature remains on 40--42 ℃, drips the back and continues stirring reaction 1h.Add the water dilution of 40 ℃ of 100kg then, and stir 15min, the crude product vanillin food grade,1000.000000ine mesh in the condensated liquid extracts with benzene, and washing, sodium carbonate solution are neutralized to PH=4.5, branch vibration layer, and benzene is removed in the underpressure distillation of benzene layer, gets coffee-like liquid.It is dissolved in the ethanol of 70 ℃ of 50kg, slowly is cooled to 17～18 ℃ and makes its cooling separate out white crystals, dry the back under 55～58 ℃, oven dry 10h gets the vanillin food grade,1000.000000ine mesh finished product.
Embodiment 3:
A kind of method of guaiacol method synthesis of vanillin, proportioning raw materials and step are as follows:
Proportioning raw materials:
Operation steps:
1, nitrosylation: hydrochloric acid 170kg and water 200kg are added reactor, be cooled to 10 ℃ after, in 2h, drip xylidine 65kg, temperature is no more than 25 ℃, continues to stir 20min afterwards.Be cooled to after 6 ℃ 25% the aqueous solution that drips the 80kg Sodium Nitrite, temperature is controlled at 7--10 ℃ and continues to stir 1h down.Leach the NDMA hydrochloride, add a certain amount of ethanol and concentrated hydrochloric acid again,, get NDMA with the dilution solid.
2, condensation: urotropine 28kg is dissolved in the 35kg water, adds 125kg methyl catechol and 68kg alcoholic acid mixed solution again, it is standby to store in header tank.The NDMA hydrochloride and the alcoholic acid mixture 550kg of above-mentioned gained are added reactor, be heated to and add catalyzer cuprous chloride 1.5kg about 30 ℃, drip the methyl catechol mixed solution when being heated to 35～36 ℃ then, 3.5h drip, temperature remains on 40--42 ℃, drips the back and continues stirring reaction 1h.Add the water dilution of 40 ℃ of 100kg then, and stir 15min, the crude product vanillin food grade,1000.000000ine mesh in the condensated liquid extracts with benzene, and washing, sodium carbonate solution are neutralized to PH=4.5-4.8, branch vibration layer, and benzene is removed in the underpressure distillation of benzene layer, gets coffee-like liquid.It is dissolved in the ethanol of 68 ℃ of 50kg, slowly is cooled to 16～18 ℃ and makes its cooling separate out white crystals, dry the back under 52～58 ℃, oven dry 12h gets the vanillin food grade,1000.000000ine mesh finished product.
Claims (3)
1. the method for a guaiacol method synthesis of vanillin, it is characterized in that: raw material and step are as follows: proportioning raw materials:
Operation steps:
(1) nitrosylation: hydrochloric acid and water are mixed back adding reactor, be cooled to about 10 ℃, drip xylidine in 2h, temperature is no more than 25 ℃, continues to stir 20min afterwards, be cooled to the sodium nitrite in aqueous solution of dropping 25% after 5--8 ℃, temperature is controlled at 5--10 ℃ and continues down to stir 1h, leaches the NDMA hydrochloride, adds a certain amount of ethanol and concentrated hydrochloric acid again, with the dilution solid, get NDMA;
(2) condensation: urotropine is soluble in water, add methyl catechol and alcoholic acid mixed solution again, it is standby to store in header tank, the NDMA hydrochloride and the alcoholic acid mixture of above-mentioned gained are added reactor, add the catalyzer cuprous chloride after being heated to 25--30 ℃, drip the methyl catechol mixed solution when being heated to 35～38 ℃ then, about 3--3.5h drips, and temperature remains on 40--43 ℃, drip the back and continue stirring reaction 1h, add 40 ℃ water dilution then, and stir 15min, the crude product vanillin food grade,1000.000000ine mesh in the condensated liquid extracts with benzene, washing, regulate PH=4-5, branch vibration layer, benzene is removed in the underpressure distillation of benzene layer, gets coffee-like liquid, it is dissolved in the hot ethanol, slowly be cooled to 16～18 ℃ and make its cooling separate out white crystals, dry the back under 52～58 ℃, oven dry 12h gets the vanillin food grade,1000.000000ine mesh finished product.
2. the method for guaiacol method synthesis of vanillin according to claim 1 is characterized in that: described reaction flask is three mouthfuls of reaction flasks that agitator, thermometer, condenser are housed.
3. the method for guaiacol method synthesis of vanillin according to claim 1 is characterized in that: described adjusting pH value uses yellow soda ash.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201110225286XA CN102267883A (en) | 2011-08-08 | 2011-08-08 | Method for synthesizing vanillic aldehyde with guaiacol method |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111747836A (en) * | 2020-07-06 | 2020-10-09 | 昆山亚香香料股份有限公司 | Production process and reaction equipment for synthesizing vanillin from 4-methyl guaiacol |
| CN112409146A (en) * | 2020-12-08 | 2021-02-26 | 南通亚香食品科技有限公司 | Continuous preparation process of vanillin |
-
2011
- 2011-08-08 CN CN201110225286XA patent/CN102267883A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111747836A (en) * | 2020-07-06 | 2020-10-09 | 昆山亚香香料股份有限公司 | Production process and reaction equipment for synthesizing vanillin from 4-methyl guaiacol |
| CN112409146A (en) * | 2020-12-08 | 2021-02-26 | 南通亚香食品科技有限公司 | Continuous preparation process of vanillin |
| CN112409146B (en) * | 2020-12-08 | 2023-07-07 | 南通亚香食品科技有限公司 | Continuous preparation process of vanillin |
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Application publication date: 20111207 |