CN106478559A - The preparation of 5 hydroxymethyl furfural - Google Patents
The preparation of 5 hydroxymethyl furfural Download PDFInfo
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- CN106478559A CN106478559A CN201510535625.2A CN201510535625A CN106478559A CN 106478559 A CN106478559 A CN 106478559A CN 201510535625 A CN201510535625 A CN 201510535625A CN 106478559 A CN106478559 A CN 106478559A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
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- Organic Chemistry (AREA)
- Saccharide Compounds (AREA)
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Abstract
The preparation of 5 Hydroxymethylfurfural, including：By sucrose 2 g, ionic liquid（[HSO3‑(CH2)3‑NEt3]Cl‑ZnCl2）0.3 g, n-butyl alcohol 15mL adds in 100 mL autoclaves, after being heated to 180 DEG C and react 15min in oil bath, taking-up reactor is placed in frozen water and cools down rapidly, reactant mixture is neutralized to stratification after neutrality with the sodium carbonate of 1 mol/l, separate organic layer, aqueous phase is extracted with ethyl acetate three times, merge extraction phase and detached organic layer, and be dried with anhydrous magnesium sulfate, filter, washing, mother solution vacuum distillation removing butanol and ethyl acetate, residue recrystallize with dichloromethane in kettle, and it is vacuum dried to obtain 5 HMF, 5 HMF mass fractions in products therefrom are measured using ultraviolet spectrophotometer, and calculated yield.
Description
Technical field
The present invention relates to the preparation of 5 hydroxymethyl furfural, belong to applied chemistry field.
Background technology
With the increasingly minimizing of fossil resource, prepare important chemical with biomass resource for raw material or be badly in need of the most attention that fuel has obtained countries in the world.5-HMF is Important Platform compound, because can prepare hundreds of chemicals by the reaction such as hydrogenation, oxidative dehydrogenation, esterification, halogenation, polymerization, hydrolysis, is widely used in the side such as medicine, resinae plastics, diesel fuel additive.Starch, cellulose hydrolyze under acid catalysiss and can generate the biomass sugar such as glucose, Fructose, then can prepare 5-HMF through dehydration.It can be seen that, 5-HMF is across a kind of Novel platform compound between carbohydrate chemistry and petrochemistry, promises to be the break-through point substituting fossil resource synthesis of chemicals route using biomass resource, and its application prospect is very wide.
Content of the invention
The present invention provides the preparation of 5 hydroxymethyl furfural, including：By sucrose 2 g, ionic liquid（[HSO3-(CH2)3-NEt3]Cl-ZnCl2
）0.3
G, n-butyl alcohol 15mL adds in 100 mL autoclaves, after being heated to 180 DEG C and react 15min in oil bath, taking-up reactor is placed in frozen water and cools down rapidly, reactant mixture is neutralized to stratification after neutrality with the sodium carbonate of 1 mol/l, separate organic layer, aqueous phase is extracted with ethyl acetate three times, merge extraction phase and detached organic layer, and be dried with anhydrous magnesium sulfate, filter, washing, mother solution vacuum distillation removing butanol and ethyl acetate, residue recrystallize with dichloromethane in kettle, and it is vacuum dried to obtain 5-HMF, 5-HMF mass fraction in products therefrom is measured using ultraviolet spectrophotometer, and calculated yield.
The invention has the beneficial effects as follows：The conversion ratio of 5 hydroxymethyl furfural can reach 99-100%, obvious economic.
Specific embodiment
Hereinafter the principle and feature of the present invention is described, example is served only for explaining the present invention, is not intended to limit the scope of the present invention.
Embodiment 1
By sucrose 2 g, ionic liquid（[HSO3-(CH2)3-NEt3]Cl-ZnCl2
）0.3
G, n-butyl alcohol 15mL adds in 100 mL autoclaves, after being heated to 180 DEG C and react 15min in oil bath, taking-up reactor is placed in frozen water and cools down rapidly, reactant mixture is neutralized to stratification after neutrality with the sodium carbonate of 1 mol/l, separate organic layer, aqueous phase is extracted with ethyl acetate three times, merge extraction phase and detached organic layer, and be dried with anhydrous magnesium sulfate, filter, washing, mother solution vacuum distillation removing butanol and ethyl acetate, residue recrystallize with dichloromethane in kettle, and it is vacuum dried to obtain 5-HMF, 5-HMF mass fraction in products therefrom is measured using ultraviolet spectrophotometer, yield is 99%.
Embodiment 2
By sucrose 2 g, ionic liquid（[HSO3-(CH2)3-NEt3]Cl-ZnCl2
）0.4
G, n-butyl alcohol 15mL adds in 100 mL autoclaves, after being heated to 180 DEG C and react 15min in oil bath, taking-up reactor is placed in frozen water and cools down rapidly, reactant mixture is neutralized to stratification after neutrality with the sodium carbonate of 1 mol/l, separate organic layer, aqueous phase is extracted with ethyl acetate three times, merge extraction phase and detached organic layer, and be dried with anhydrous magnesium sulfate, filter, washing, mother solution vacuum distillation removing butanol and ethyl acetate, residue recrystallize with dichloromethane in kettle, and it is vacuum dried to obtain 5-HMF, 5-HMF mass fraction in products therefrom is measured using ultraviolet spectrophotometer, yield is 100%.
Embodiment 3
By sucrose 2 g, ionic liquid（[HSO3-(CH2)3-NEt3]Cl-ZnCl2
）0.35
G, n-butyl alcohol 15mL adds in 100 mL autoclaves, after being heated to 180 DEG C and react 15min in oil bath, taking-up reactor is placed in frozen water and cools down rapidly, reactant mixture is neutralized to stratification after neutrality with the sodium carbonate of 1 mol/l, separate organic layer, aqueous phase is extracted with ethyl acetate three times, merge extraction phase and detached organic layer, and be dried with anhydrous magnesium sulfate, filter, washing, mother solution vacuum distillation removing butanol and ethyl acetate, residue recrystallize with dichloromethane in kettle, and it is vacuum dried to obtain 5-HMF, 5-HMF mass fraction in products therefrom is measured using ultraviolet spectrophotometer, yield is 99%.
The foregoing is only presently preferred embodiments of the present invention, not in order to limit the present invention, all within the spirit and principles in the present invention, any modification, equivalent substitution and improvement made etc., should be included within the scope of the present invention.
Claims (2)
- The preparation of 1.5- Hydroxymethylfurfural, including：By sucrose 2 g, ionic liquid（[HSO3-(CH2)3-NEt3]Cl-ZnCl2 ）0.3 g, n-butyl alcohol 15mL adds in 100 mL autoclaves, after being heated to 180 DEG C and react 15min in oil bath, taking-up reactor is placed in frozen water and cools down rapidly, reactant mixture is neutralized to stratification after neutrality with the sodium carbonate of 1 mol/l, separate organic layer, aqueous phase is extracted with ethyl acetate three times, merge extraction phase and detached organic layer, and be dried with anhydrous magnesium sulfate, filter, washing, mother solution vacuum distillation removing butanol and ethyl acetate, residue recrystallize with dichloromethane in kettle, and it is vacuum dried to obtain 5-HMF, 5-HMF mass fraction in products therefrom is measured using ultraviolet spectrophotometer, and calculated yield.
- 2. the preparation of 5 hydroxymethyl furfural described in claim 1, reaction temperature is 180 degree.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510535625.2A CN106478559A (en) | 2015-08-28 | 2015-08-28 | The preparation of 5 hydroxymethyl furfural |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510535625.2A CN106478559A (en) | 2015-08-28 | 2015-08-28 | The preparation of 5 hydroxymethyl furfural |
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| Publication Number | Publication Date |
|---|---|
| CN106478559A true CN106478559A (en) | 2017-03-08 |
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|---|---|---|---|
| CN201510535625.2A Pending CN106478559A (en) | 2015-08-28 | 2015-08-28 | The preparation of 5 hydroxymethyl furfural |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107576655A (en) * | 2017-09-05 | 2018-01-12 | 杭州天迈生物科技有限公司 | The prefabricated reagent of hydroxymethylfurfural quick detection and its preservation, detection method in a kind of honey |
| CN109485623A (en) * | 2018-10-19 | 2019-03-19 | 东北农业大学 | The method for preparing furfural with ionic liquid-catalyzed corn stover and corncob mixture |
| CN110511196A (en) * | 2018-05-21 | 2019-11-29 | 中国石油化工股份有限公司 | A kind of method of purification of furfural or 5 hydroxymethyl furfural |
-
2015
- 2015-08-28 CN CN201510535625.2A patent/CN106478559A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107576655A (en) * | 2017-09-05 | 2018-01-12 | 杭州天迈生物科技有限公司 | The prefabricated reagent of hydroxymethylfurfural quick detection and its preservation, detection method in a kind of honey |
| CN107576655B (en) * | 2017-09-05 | 2020-06-05 | 杭州天迈生物科技有限公司 | Prefabricated reagent for rapidly detecting hydroxymethylfurfural in honey and preservation and detection methods thereof |
| CN110511196A (en) * | 2018-05-21 | 2019-11-29 | 中国石油化工股份有限公司 | A kind of method of purification of furfural or 5 hydroxymethyl furfural |
| CN109485623A (en) * | 2018-10-19 | 2019-03-19 | 东北农业大学 | The method for preparing furfural with ionic liquid-catalyzed corn stover and corncob mixture |
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Application publication date: 20170308 |