CN1348943A - Cation exchange resin process of catalytically synthesizing enynic alcohol - Google Patents
Cation exchange resin process of catalytically synthesizing enynic alcohol Download PDFInfo
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- CN1348943A CN1348943A CN 00125712 CN00125712A CN1348943A CN 1348943 A CN1348943 A CN 1348943A CN 00125712 CN00125712 CN 00125712 CN 00125712 A CN00125712 A CN 00125712A CN 1348943 A CN1348943 A CN 1348943A
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- alcohol
- exchange resin
- cation exchange
- eneyne
- enynic
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Abstract
A method of cation exchange resin for catalytic synthesis of enynol belongs to the field of synthetic chemical technology for medical intermediate. It is to catalytic-dislocate the undislocated enynol after being acetylenated into enynol, and it is characterized by that after the raw material is first pretreated with weak acidic cation exchange resin and diluted with solvent, it undergoes dislocation reaction in a reactor loaded with strong acidic cation exchange resin, and after reaction is finished, it is separated for removing solvent and rectified to obtain the product. The used cation exchange resin can be uses repeatedly so to lower cost, the reacting liquid has no need of post-treatment so to simplify the production technique and the cost for treating three wastes is reduced.
Description
The invention belongs to the synthetic chemical technology field of medicine intermediate, relate to technical scheme with the synthetic eneyne alcohol of catalyzing cation exchange resin.
In eneyne alcohol synthesis technique, method commonly used be with ethynylation later on not transposition eneyne alcohol become eneyne alcohol through the sulfuric acid catalysis transposition, its chemical equation is:
The shortcoming of this method is that the later on residual useless sulfuric acid amount of reaction is very big, thereby has increased difficulty and cost that the three wastes are handled, causes its production technique to have very big drawback.
The object of the invention is to overcome the deficiency in the synthetic eneyne alcohol of the existing sulfuric acid catalysis transposition technology, provides a kind of more easy method, i.e. the technical scheme of cation exchange resin process of catalytically synthesizing enynic.
The technical scheme of described cation exchange resin process of catalytically synthesizing enynic alcohol, with ethynylation later on not transposition eneyne alcohol be eneyne alcohol through the catalysis transposition, it is characterized in that comprising following processing step:
1), the eneyne raw polyol of not transposition carries out pre-treatment with weakly acidic cation-exchange resin earlier, and is diluted with solvent.
2), carry out translocation reaction through pre-treatment and with the alcohol of the not transposition eneyne behind the solvent cut through the reactor that storng-acid cation exchange resin is housed with above-mentioned.
3), reaction finishes, and reaction solution is separated with resin, reaction solution removes and promptly get the pure crude product of eneyne behind the solvent.
4), will get product after the rectifying of eneyne alcohol crude product.
Solvent in order to dilution after the above-mentioned raw materials pre-treatment is a kind of or any two kinds mixture of water, methyl alcohol, ethanol, propyl alcohol, Virahol, butanols, isopropylcarbinol, the trimethyl carbinol, acetone, butanone.
Above-mentioned translocation reaction temperature is controlled to be: 60-70 ℃, the reaction times is 0.5-1.5 hour.
Above-mentioned translocation reaction carries out in column, tubulose or stirred reactor.
Above-mentioned weakly acidic cation-exchange resin and storng-acid cation exchange resin are the macroporous type or the gel type resin of the various models after sulfuric acid or salt acid treatment.
The production technique of this cation exchange resin process of catalytically synthesizing enynic alcohol, used slightly acidic and storng-acid cation exchange resin are all reusable, can not consume, thereby reduce production cost, reaction solution after translocation reaction is finished need not aftertreatments such as neutralization, washing, has simplified production technique.Do not have the spent acid discharging simultaneously, reduced three wastes processing cost.
The invention will be further described by the following examples.
1, with 10mol not transposition eneyne alcohol flow through and carry out pre-treatment in the post that the 2L weak-acid ion exchange resin is housed, collect effluent 9mol, with the alcohol dilution of effluent with 20mol, in 2 meters long reaction tubess of reactant flow after will diluting then through the 5L strong-acid ion exchange resin is housed, it is 1 hour that dominant discharge makes its residence time, control reaction temperature is 65 ℃, collects effluent.Reactant adds back 5L washing with alcohol resin, and washing ethanol and effluent merge, and vacuum removal ethanol gets eneyne alcohol 8.7mol, and wherein cis is 7.2mol, and trans is 1.5mol, gets cis eneyne alcohol 7.0mol after the rectifying, trans eneyne alcohol 1.2mol.
2, with embodiment 1, with not transposition eneyne alcohol 10L water one isopropyl alcohol mixed solvent (volume ratio 1: 1) dilution of pretreated 9mol, mixed solution is placed the stirred reactor of a 15L, add strong-acid ion exchange resin 500 grams, in 60 ℃ of stirring reactions 90 minutes, react the filtration that finishes, wash catalyzer with the 2L mixed solvent, filtrate merges final vacuum and concentrates except that desolvating, get eneyne alcohol crude product, wherein contain cis eneyne alcohol 7.1mol, trans eneyne alcohol 1.5mol, get cis eneyne alcohol 6.85mol after the rectifying, trans rare alkynol 1.25mol.
Claims (5)
1, cation exchange resin process of catalytically synthesizing enynic alcohol, with ethynylation later on not transposition eneyne alcohol be eneyne alcohol through the catalysis transposition, it is characterized in that comprising following processing step:
1), the eneyne raw polyol of not transposition carries out pre-treatment with weakly acidic cation-exchange resin earlier, and diluted with solvent,
2), above-mentioned not transposition eneyne alcohol after pre-treatment and dilution is carried out translocation reaction through the reactor that storng-acid cation exchange resin is housed,
3), reaction finishes, and reaction solution is separated with resin, reaction solution removes and promptly get the pure crude product of eneyne behind the solvent,
4), will get product after the rectifying of eneyne alcohol crude product.
2, cation exchange resin process of catalytically synthesizing enynic alcohol as claimed in claim 1 is characterized in that described diluting solvent is a kind of or any two kinds mixture of water, methyl alcohol, ethanol, propyl alcohol, Virahol, butanols, isopropylcarbinol, the trimethyl carbinol, acetone, butanone.
3, cation exchange resin process of catalytically synthesizing enynic alcohol as claimed in claim 1 is characterized in that the translocation reaction temperature is controlled to be: 60-70 ℃, the reaction times is 0.5-1.5 hour.
4, cation exchange resin process of catalytically synthesizing enynic alcohol as claimed in claim 1 is characterized in that translocation reaction carries out in column, tubulose or stirred reactor.
5, cation exchange resin process of catalytically synthesizing enynic alcohol as claimed in claim 1 is characterized in that described slightly acidic and storng-acid cation exchange resin macroporous type or the gel type resin for the various models after sulfuric acid or salt acid treatment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00125712 CN1125015C (en) | 2000-10-18 | 2000-10-18 | Cation exchange resin process of catalytically synthesizing enynic alcohol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00125712 CN1125015C (en) | 2000-10-18 | 2000-10-18 | Cation exchange resin process of catalytically synthesizing enynic alcohol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1348943A true CN1348943A (en) | 2002-05-15 |
| CN1125015C CN1125015C (en) | 2003-10-22 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 00125712 Expired - Lifetime CN1125015C (en) | 2000-10-18 | 2000-10-18 | Cation exchange resin process of catalytically synthesizing enynic alcohol |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100371308C (en) * | 2004-10-29 | 2008-02-27 | 中国石油化工股份有限公司 | Method for synthesizing alkynol by ketone and acetylene |
| CN105272825A (en) * | 2014-05-30 | 2016-01-27 | 上虞新和成生物化工有限公司 | Synthesis method of 3-methyl-2-en-4-yn pentanol through acid ionic liquid catalysis |
| CN113943210A (en) * | 2021-11-02 | 2022-01-18 | 厦门金达威维生素有限公司 | Method for transposition of non-transposed six-carbon alcohol |
-
2000
- 2000-10-18 CN CN 00125712 patent/CN1125015C/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100371308C (en) * | 2004-10-29 | 2008-02-27 | 中国石油化工股份有限公司 | Method for synthesizing alkynol by ketone and acetylene |
| CN105272825A (en) * | 2014-05-30 | 2016-01-27 | 上虞新和成生物化工有限公司 | Synthesis method of 3-methyl-2-en-4-yn pentanol through acid ionic liquid catalysis |
| CN105272825B (en) * | 2014-05-30 | 2017-05-24 | 上虞新和成生物化工有限公司 | Synthesis method of 3-methyl-2-en-4-yn pentanol through acid ionic liquid catalysis |
| CN113943210A (en) * | 2021-11-02 | 2022-01-18 | 厦门金达威维生素有限公司 | Method for transposition of non-transposed six-carbon alcohol |
| CN113943210B (en) * | 2021-11-02 | 2024-05-03 | 厦门金达威维生素有限公司 | Non-translocated six-carbon alcohol translocation method |
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| Publication number | Publication date |
|---|---|
| CN1125015C (en) | 2003-10-22 |
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