CN109678663A - A kind of sodium tert-butoxide and preparation method thereof - Google Patents
A kind of sodium tert-butoxide and preparation method thereof Download PDFInfo
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- CN109678663A CN109678663A CN201811641520.5A CN201811641520A CN109678663A CN 109678663 A CN109678663 A CN 109678663A CN 201811641520 A CN201811641520 A CN 201811641520A CN 109678663 A CN109678663 A CN 109678663A
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- Prior art keywords
- butoxide
- sodium tert
- tert
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- reaction
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/68—Preparation of metal alcoholates
- C07C29/70—Preparation of metal alcoholates by converting hydroxy groups to O-metal groups
Abstract
The invention discloses a kind of sodium tert-butoxides and preparation method thereof, and the preparation method comprises the following steps: (1) using toluene or heptane as reaction medium, Sodamide and the tert-butyl alcohol are added, is mixed to dissolve, obtains mixed solution；(2) mixed solution is warming up to 70-110 DEG C, is reacted, until the reaction is complete, obtain sodium tert-butoxide crude product；(3) rectifying is carried out to get sodium tert-butoxide finished product to the sodium tert-butoxide crude product.The present invention provides that preparation method reaction condition is loose, and danger of production process is small, and the last handling process of product is simple, and drying time is short, and product yield is up to 99% or more.
Description
Technical field
The present invention relates to compound synthesis technical fields more particularly to a kind of sodium tert-butoxide and preparation method thereof.
Background technique
Sodium tert-butoxide, also known as third butoxy sodium, English name Sodium tert-butoxide, white crystal, molecular formula
For C4H9NaO, molecular weight 96.10, at normal temperatures and pressures property stablize, have micro- evil to water, be used as organic synthesis intermediate,
Medicine intermediate；Or it is widely used in condensation, rearrangement and open loop in chemical industry, medicine, pesticide and organic synthesis as highly basic
Deng in reaction.Traditional sodium tert-butoxide synthetic method is the gold that then will be cut into pieces in advance with the tert-butyl alcohol directly as solvent
Belong to sodium piece to put into the tert-butyl alcohol at leisure.To end of reaction, the tert-butyl alcohol is steamed, obtains sodium tert-butoxide.But this method exist with
Lower disadvantage: 1, metallic sodium is needed in slicing processes easily by the dioxygen oxidation in air using nitrogen protection；2, the boiling of the tert-butyl alcohol
The melting temperature of metallic sodium is not achieved in point, and therefore, sodium piece is easy aggregation, to reduce reaction contact area, increases reaction indirectly
The stirring load of kettle.
In order to overcome the problems referred above, researcher separately proposes using solvent of the ortho-xylene as reaction system.Because adjacent
The boiling point of dimethylbenzene is 144 DEG C, and melting state can be presented in metallic sodium in the solvent, therefore, there is no need to sodium being cut into sheet,
Sodium block can direct plunge into reaction kettle.To effectively improve the contact area of reaction, the orderly progress of driving a reaction.But
Such method can release hydrogen in the reaction, increase the risk of production process.
Summary of the invention
It is an object of the invention to overcome defect described in the prior art, to provide a kind of sodium tert-butoxide and its preparation
The reaction condition of method, the preparation method is loose, and danger of production process is small, and the last handling process of product is simple, drying time
Short, product yield is up to 99% or more.
To achieve the goals above, the invention provides the following technical scheme:
A kind of preparation method of sodium tert-butoxide, comprising the following steps:
(1) using toluene or heptane as reaction medium, Sodamide and the tert-butyl alcohol is added, is mixed to dissolve, obtains mixed solution；
(2) mixed solution is warming up to 70-110 DEG C, is reacted, until the reaction is complete, obtain sodium tert-butoxide crude product；
(3) rectifying is carried out to get sodium tert-butoxide finished product to the sodium tert-butoxide crude product.
Preferably: the volume ratio of toluene described in step (1) or heptane and the Sodamide is 900-1000:1.
Preferably: the water content of toluene described in step (1) or heptane is less than 0.03%.
Preferably: the molar ratio of Sodamide described in step (1) and the tert-butyl alcohol is (1-1.015): (1-1.015).
Further: the molar ratio of Sodamide described in step (1) and the tert-butyl alcohol is 1.015:1.
When the molar ratio of Sodamide and the tert-butyl alcohol is 1.015:1, close to the theoretical value of the two reaction, Sodamide still can be anti-
Should completely, this not only reduces the recycling of tert-butyl alcohol losses, and substantially reduce the drying time (reaction medium of reaction product
And the removing of a small amount of excess raw material tert-butyl alcohol is completed under conditions of can be in normal pressure and slightly with vacuum, the time is by original 15h or more
It is reduced within 2h), while obtained product assay is higher than 99%, yield (relative to Sodamide) is greater than 97%.
Preferably: in step (2) when the temperature of the mixed solution rises to 70 DEG C, absorbing the mixing with water or lye
The gas of solution release.
Preferably: step is passed through nitrogen into reaction system during the reaction in (2).
During the reaction, it is especially passed through part nitrogen into reaction system in the later period of reaction, system can be removed
Present in ammonia and air, be conducive to the complete reaction of reactant.
Preferably: the temperature of reaction described in step (2) is 100-110 DEG C, reaction time 1-2h.
Preferably: rectifying described in step (3) is first to cool down the sodium tert-butoxide crude product, and then air-distillation goes out
Part reaction medium and the excessive tert-butyl alcohol, then with remaining reaction medium is evaporated under reduced pressure out, tert-butyl alcohol sodium powder can be obtained
End.
The purity of a kind of sodium tert-butoxide, the sodium tert-butoxide is greater than 99%.
Compared with prior art, the invention has the following advantages:
Compared with prior art, distinctive points are using toluene or heptane as anti-the preparation method of sodium tert-butoxide provided by the invention
Medium is answered, Sodamide is added into reaction medium and tert-butyl alcohol hybrid reaction forms, wherein toluene and heptane can be with amino
Sodium and the tert-butyl alcohol dissolve each other, and will not influence the chemical property of the two, and Sodamide and tert-butyl alcohol dissolubility in such medium are good, instead
Speed is answered to greatly improve；In addition Sodamide is selected to replace metal sodium production sodium tert-butoxide, reaction releases ammonia rather than hydrogen, work
Strong operability in industry is conducive to keep the safety in production.Wherein Sodamide and the tert-butyl alcohol close in reaction medium according to following reaction formula
At sodium tert-butoxide:
C(CH3)3OH + NaNH2→C(CH3)3ONa + NH3↑
The preparation method is not harsh to reaction condition requirement, and danger of production process is small, and especially product postprocessing process is simple,
Drying time is substantially reduced for compared with the existing technology, improves production efficiency.
Specific embodiment
Technical solution of the present invention will be clearly and completely described below, it is clear that described embodiment is this hair
Bright a part of the embodiment, instead of all the embodiments.Based on the embodiments of the present invention, those of ordinary skill in the art are not having
Every other embodiment obtained under the premise of creative work is made, shall fall within the protection scope of the present invention.In addition, below
Technical characteristic involved in described different embodiments of the present invention as long as they do not conflict with each other can be mutual
In conjunction with.It should be noted that the purity of Sodamide is 99% in following embodiments, the purity of the tert-butyl alcohol is 99%.
Embodiment 1
The present invention provides a kind of preparation method of sodium tert-butoxide, specifically:
(1) heptane that 240 mL water content are 0.03% is added into reaction kettle, molal weight is then added than for 1:1.015's
Sodamide and the tert-butyl alcohol, wherein the additive amount of Sodamide is 9.8g, and the additive amount of the tert-butyl alcohol is 19g, and being sufficiently stirred makes it completely
Dissolution, obtains mixed solution；
(2) mixed solution is warming up to 70 DEG C, is reacted, the ammonia during which released is absorbed with water, is stopped after reacting 2h
It only heats, obtains sodium tert-butoxide crude product；
(3) the sodium tert-butoxide crude product is cooled to room temperature, air-distillation goes out most reaction mediums and reaction is slightly excessive
The tert-butyl alcohol, then with remaining a small amount of reaction medium is evaporated under reduced pressure out, 23.8g white solid powder is obtained, product content is through soda acid
Titrimetry is 99.1%, yield 98.6%.
Embodiment 2
The present invention provides a kind of preparation method of sodium tert-butoxide, specifically:
(1) heptane that 240 mL water content are 0.02% is added into reaction kettle, molal weight is then added than for 1:1.015's
Sodamide and the tert-butyl alcohol, wherein the additive amount of Sodamide is 0.25mol, and the additive amount of the tert-butyl alcohol is 0.254mol, is sufficiently stirred
It makes it completely dissolved, obtains mixed solution；
(2) mixed solution is warming up to 80 DEG C, is reacted, the ammonia during which released is absorbed with lye, reacts 1.8h
Stop heating afterwards, obtains sodium tert-butoxide crude product；
(3) the sodium tert-butoxide crude product is cooled to room temperature, air-distillation goes out most reaction mediums and reaction is slightly excessive
The tert-butyl alcohol, then with remaining a small amount of reaction medium is evaporated under reduced pressure out, 23.5g white solid powder is obtained, product content is through soda acid
Titrimetry is 99.4%, yield 97.7%.
Embodiment 3
The present invention provides a kind of preparation method of sodium tert-butoxide, specifically:
(1) heptane that 240 mL water content are 0.01% is added into reaction kettle, molal weight is then added than for 1.015:1's
Sodamide and the tert-butyl alcohol, are sufficiently stirred and make it completely dissolved, and obtain mixed solution；
(2) mixed solution is warming up to 100 DEG C, is reacted, the ammonia during which released is absorbed with water, is stopped after reacting 1h
It only heats, obtains sodium tert-butoxide crude product；
(3) the sodium tert-butoxide crude product is cooled to room temperature, air-distillation goes out most reaction mediums and reaction is slightly excessive
The tert-butyl alcohol, then with remaining a small amount of reaction medium is evaporated under reduced pressure out, 23.8g white solid powder is obtained, product content is through soda acid
Titrimetry is 99.2%, yield 98.6%.
Embodiment 4
The present invention provides a kind of preparation method of sodium tert-butoxide, specifically:
(1) toluene that 240 mL water content are 0.03% is added into reaction kettle, molal weight is then added than for 1:1.015's
Sodamide and the tert-butyl alcohol, wherein the additive amount of Sodamide is 9.8g, and the additive amount of the tert-butyl alcohol is 19g, and being sufficiently stirred makes it completely
Dissolution, obtains mixed solution；
(2) mixed solution is warming up to 100 DEG C, is reacted, the ammonia during which released is absorbed with water, after reacting 1.5h
Stop heating, obtains sodium tert-butoxide crude product；
(3) the sodium tert-butoxide crude product is cooled to room temperature, air-distillation goes out most reaction mediums and reaction is slightly excessive
The tert-butyl alcohol, then with remaining a small amount of reaction medium is evaporated under reduced pressure out, 23.6g white solid powder is obtained, product content is through soda acid
Titrimetry is 99.0%, yield 97.8%.
Embodiment 5
The present invention provides a kind of preparation method of sodium tert-butoxide, specifically:
(1) toluene that 240 mL water content are 0.03% is added into reaction kettle, molal weight is then added than for 1:1.015's
Sodamide and the tert-butyl alcohol, wherein the additive amount of Sodamide is 9.8g, and the additive amount of the tert-butyl alcohol is 19g, and being sufficiently stirred makes it completely
Dissolution, obtains mixed solution；
(2) mixed solution is warming up to 105 DEG C, is reacted, the ammonia during which released is absorbed with lye, reacts 1.3h
Stop heating afterwards, obtains sodium tert-butoxide crude product；
(3) the sodium tert-butoxide crude product is cooled to room temperature, air-distillation goes out most reaction mediums and reaction is slightly excessive
The tert-butyl alcohol, then with remaining a small amount of reaction medium is evaporated under reduced pressure out, 23.8g white solid powder is obtained, product content is through soda acid
Titrimetry is 99.5%, yield 99.0%.
Embodiment 6
The present invention provides a kind of preparation method of sodium tert-butoxide, specifically:
(1) toluene that 240 mL water content are 0.03% is added into reaction kettle, molal weight is then added than for 1.015:1's
Sodamide and the tert-butyl alcohol, are sufficiently stirred and make it completely dissolved, and obtain mixed solution；
(2) mixed solution is warming up to 110 DEG C, is reacted, the ammonia during which released is absorbed with lye, after reacting 1h
Stop heating, obtains sodium tert-butoxide crude product；
(3) the sodium tert-butoxide crude product is cooled to room temperature, air-distillation goes out most reaction mediums and reaction is slightly excessive
The tert-butyl alcohol, then with remaining a small amount of reaction medium is evaporated under reduced pressure out, 23.4g white solid powder is obtained, product content is through soda acid
Titrimetry is 99.2%, yield 97.0%.
The foregoing is merely a specific embodiment of the invention, but scope of protection of the present invention is not limited thereto, any
In the technical scope disclosed by the present invention, any changes or substitutions that can be easily thought of by those familiar with the art, all answers
It is included within the scope of the present invention.Therefore, protection scope of the present invention should be with the scope of protection of the claims
It is quasi-.
Claims (10)
1. a kind of preparation method of sodium tert-butoxide, which comprises the following steps:
(1) using toluene or heptane as reaction medium, Sodamide and the tert-butyl alcohol is added, is mixed to dissolve, obtains mixed solution；
(2) mixed solution is warming up to 70-110 DEG C, is reacted, until the reaction is complete, obtain sodium tert-butoxide crude product；
(3) rectifying is carried out to get sodium tert-butoxide finished product to the sodium tert-butoxide crude product.
2. a kind of preparation method of sodium tert-butoxide according to claim 1, which is characterized in that toluene described in step (1)
Or the volume ratio of heptane and the Sodamide is 900-1000:1.
3. preparation method according to claim 1, which is characterized in that the water content of toluene described in step (1) or heptane
Less than 0.03%.
4. a kind of preparation method of sodium tert-butoxide according to claim 1, which is characterized in that amino described in step (1)
The molar ratio of sodium and the tert-butyl alcohol is (1-1.015): (1-1.015).
5. the preparation method according to claim 4, which is characterized in that Sodamide described in step (1) and the tert-butyl alcohol rub
You are than being 1.015:1.
6. a kind of preparation method of sodium tert-butoxide according to claim 1, which is characterized in that when described mixed in step (2)
When the temperature of conjunction solution rises to 70 DEG C, the gas of the mixed solution release is absorbed with water or lye.
7. a kind of preparation method of sodium tert-butoxide according to claim 1, which is characterized in that described anti-in step (2)
Nitrogen is passed through during answering into reaction system.
8. a kind of preparation method of sodium tert-butoxide according to claim 1, which is characterized in that reacted described in step (2)
Temperature be 100-110 DEG C, reaction time 1-2h.
9. a kind of preparation method of sodium tert-butoxide according to claim 1, which is characterized in that rectifying described in step (3)
First to cool down the sodium tert-butoxide crude product, then air-distillation goes out part reaction medium and the excessive tert-butyl alcohol, then
With remaining reaction medium is evaporated under reduced pressure out, sodium tert-butoxide powder can be obtained.
10. the sodium tert-butoxide of the preparation method based on a kind of any sodium tert-butoxide of claim 1-9 being prepared,
It is characterized in that, the purity of the sodium tert-butoxide is greater than 99%.
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| CN201811641520.5A CN109678663A (en) | 2018-12-29 | 2018-12-29 | A kind of sodium tert-butoxide and preparation method thereof |
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| CN201811641520.5A CN109678663A (en) | 2018-12-29 | 2018-12-29 | A kind of sodium tert-butoxide and preparation method thereof |
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| CN109678663A true CN109678663A (en) | 2019-04-26 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112851472A (en) * | 2021-01-25 | 2021-05-28 | 安徽金邦医药化工有限公司 | Novel process for preparing sodium tert-butoxide by using xylene as solvent |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102001914A (en) * | 2010-10-19 | 2011-04-06 | 常州吉恩化工有限公司 | Method of preparing granular sodium tert-butoxide |
| CN106699516A (en) * | 2015-11-12 | 2017-05-24 | 宁夏际华环境安全科技有限公司 | Sodium tert-butoxide production technology |
| CN106831421A (en) * | 2016-12-31 | 2017-06-13 | 山东金城柯瑞化学有限公司 | The preparation method of di-tert-butyl dicarbonate |
-
2018
- 2018-12-29 CN CN201811641520.5A patent/CN109678663A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102001914A (en) * | 2010-10-19 | 2011-04-06 | 常州吉恩化工有限公司 | Method of preparing granular sodium tert-butoxide |
| CN106699516A (en) * | 2015-11-12 | 2017-05-24 | 宁夏际华环境安全科技有限公司 | Sodium tert-butoxide production technology |
| CN106831421A (en) * | 2016-12-31 | 2017-06-13 | 山东金城柯瑞化学有限公司 | The preparation method of di-tert-butyl dicarbonate |
Non-Patent Citations (1)
| Title |
|---|
| 唐树成等: "叔丁醇钠合成新工艺", 《现代农药》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112851472A (en) * | 2021-01-25 | 2021-05-28 | 安徽金邦医药化工有限公司 | Novel process for preparing sodium tert-butoxide by using xylene as solvent |
| CN112851472B (en) * | 2021-01-25 | 2023-09-22 | 安徽金邦医药化工有限公司 | Novel process for preparing sodium tert-butoxide by using dimethylbenzene as solvent |
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