CN111116644A - Method for synthesizing alkoxy phosphine salt and triphenylphosphine salt - Google Patents
Method for synthesizing alkoxy phosphine salt and triphenylphosphine salt Download PDFInfo
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- CN111116644A CN111116644A CN201911420900.0A CN201911420900A CN111116644A CN 111116644 A CN111116644 A CN 111116644A CN 201911420900 A CN201911420900 A CN 201911420900A CN 111116644 A CN111116644 A CN 111116644A
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- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical class C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 title claims abstract description 53
- -1 alkoxy phosphine salt Chemical class 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 35
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 29
- 239000002904 solvent Substances 0.000 claims abstract description 20
- 238000001914 filtration Methods 0.000 claims abstract description 18
- 238000010438 heat treatment Methods 0.000 claims abstract description 15
- 238000003756 stirring Methods 0.000 claims abstract description 15
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims abstract description 14
- 238000001816 cooling Methods 0.000 claims abstract description 14
- 238000010992 reflux Methods 0.000 claims abstract description 9
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims abstract description 6
- 230000001681 protective effect Effects 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims abstract description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- 238000003786 synthesis reaction Methods 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 238000009835 boiling Methods 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 239000007789 gas Substances 0.000 claims description 6
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 5
- 150000001555 benzenes Chemical class 0.000 claims description 5
- 238000010626 work up procedure Methods 0.000 claims description 3
- 239000002994 raw material Substances 0.000 claims description 2
- 239000012043 crude product Substances 0.000 abstract description 14
- 238000005265 energy consumption Methods 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 239000000047 product Substances 0.000 description 64
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 26
- 238000004817 gas chromatography Methods 0.000 description 12
- 238000007789 sealing Methods 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 5
- 239000010935 stainless steel Substances 0.000 description 5
- CKIIJIDEWWXQEA-UHFFFAOYSA-N 2-(bromomethyl)-1,3-dioxolane Chemical compound BrCC1OCCO1 CKIIJIDEWWXQEA-UHFFFAOYSA-N 0.000 description 4
- PIWZDTJSMUXETH-UHFFFAOYSA-N 2-(bromomethyl)-1,3-dioxolane triphenylphosphane Chemical compound BrCC1OCCO1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 PIWZDTJSMUXETH-UHFFFAOYSA-N 0.000 description 4
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 description 3
- 238000002386 leaching Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 3
- 239000007810 chemical reaction solvent Chemical class 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 239000012264 purified product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- CDOMXXVCZQOOMT-UHFFFAOYSA-N [phenoxy(phenyl)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(C=1C=CC=CC=1)(=O)OC1=CC=CC=C1 CDOMXXVCZQOOMT-UHFFFAOYSA-N 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/142—Esters of phosphorous acids with hydroxyalkyl compounds without further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/16—Radicals substituted by halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5022—Aromatic phosphines (P-C aromatic linkage)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/505—Preparation; Separation; Purification; Stabilisation
- C07F9/5054—Preparation; Separation; Purification; Stabilisation by a process in which the phosphorus atom is not involved
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
Abstract
The invention discloses a method for synthesizing alkoxy phosphine salt and triphenylphosphine salt, which comprises the steps of reacting halogenated acetal with triphenylphosphine and alkoxy phosphine respectively, adding a solvent with the substance amount being 2-4 times of that of the halogenated acetal, introducing protective gas for pressurizing, heating and stirring, cooling to room temperature after the reaction is finished, decompressing and filtering to obtain a crude product, dissolving the crude product with an excessive solvent, heating and refluxing, and filtering after cooling to obtain purified alkoxy phosphine salt or triphenylphosphine salt. The alkoxy phosphine salt or the triphenylphosphine salt prepared by the method has high purity and high yield, and the solvent can be repeatedly used in the reaction process, thereby saving the energy consumption, reducing the production cost and having the industrialized application prospect.
Description
Technical Field
The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a method for synthesizing alkoxy phosphine salt and triphenylphosphine salt.
Background
The main synthesis method comprises the steps of synthesizing the products by keeping the temperature of 110-99 ℃ under the protection of nitrogen, cooling and filtering, and repeatedly leaching the products by methylbenzene until the main content reaches 99 percent; filtering the mother liquor, reacting again, and leaching with toluene until the mother liquor is qualified. According to the method, the toluene leaching times are too many, the product yield is very low, and meanwhile, the product is not subjected to post-treatment in a fully dissolved state, so that the product is decomposed at high temperature, the product is mostly in a yellow or white-like state, the quality of a terminal product is influenced, the operation process is complicated, and the energy consumption is high.
Therefore, the prior art is subject to further improvement and development.
Disclosure of Invention
In order to solve the above problems, a method for synthesizing an alkoxyphosphine salt and a triphenylphosphine salt has been proposed.
The invention provides the following technical scheme:
a method for synthesizing alkoxy phosphine salt and triphenyl phosphine salt comprises the following steps:
taking halogenated acetal, triphenylphosphine and alkoxy phosphine as raw materials, adding a solvent with the substance amount of 2-4 times of that of the halogenated acetal, introducing protective gas, pressurizing, heating to 55-82 ℃, and stirring for reaction for 2-6h to obtain the product.
A method for synthesizing alkoxy phosphine salt and triphenylphosphine salt, wherein halogenated acetal is combined with triphenylphosphine and alkoxy phosphine according to the molar ratio of 1:1-1: 1.5.
A process for synthesizing alkoxy phosphine salt and triphenyl phosphine salt features that nitrogen is used as protecting gas and introduced to the reactor until its pressure is 0.045-0.05 MPa.
A method for synthesizing alkoxy phosphine salt and triphenyl phosphine salt, wherein the solvent is one of ethyl acetate, benzene series, dichloromethane and dichloroethane.
A process for the synthesis of alkoxyphosphine salts, triphenylphosphine salts, wherein the process comprises a work-up stage: adding solvent into the product, heating to boiling state, refluxing for 1h, cooling to 25 deg.C, and filtering.
A method for synthesizing alkoxy phosphine salt and triphenyl phosphine salt, wherein the amount of solvent added in the post-treatment stage is 2 times of the weight of the product.
Has the advantages that:
the invention provides a method for synthesizing alkoxy phosphine salt and triphenylphosphine salt, which has the following advantages: the synthesized product is pure white, the product quality is improved, and the yield is improved to more than 90 percent; the solvent can be repeatedly used, so that the energy consumption is saved, and the production cost is reduced; simple operation process, no need of repeated purification, and high purity of the product
Drawings
FIG. 1 is a flow diagram of a method for synthesizing an alkoxyphosphine salt and a triphenylphosphine salt according to an embodiment of the present invention;
FIG. 2 is a reaction equation for synthesizing bromoacetaldehyde ethylene oxide triphenylphosphine salt according to embodiment 1 of the present invention;
FIG. 3 is a reaction equation for synthesizing methyl bromoacetate trimethoxy phosphine salt in the embodiment 2 of the present invention.
Detailed Description
In order to make the technical solutions of the present invention better understood, the following description of the technical solutions of the present invention with reference to the accompanying drawings of the present invention is made clearly and completely, and other similar embodiments obtained by a person of ordinary skill in the art without any creative effort based on the embodiments in the present application shall fall within the protection scope of the present application. In addition, directional terms such as "upper", "lower", "left", "right", etc. in the following embodiments are directions with reference to the drawings only, and thus, the directional terms are used for illustrating the present invention and not for limiting the present invention.
A method for synthesizing alkoxy phosphine salt and triphenyl phosphine salt is shown in a flow chart of a figure 1 and comprises the following steps:
s1, adding triphenylphosphine or alkoxy phosphine, halogenated acetal and a reaction solvent into the reaction kettle, sealing the reaction kettle, and vacuumizing.
Specifically, the mass ratio of triphenylphosphine or alkoxy phosphine to halogenated acetal is 1:1-1:1.5, and the content of halogenated acetal in the reaction mixture is more than or equal to that of triphenylphosphine or halogenated acetal, so that the triphenylphosphine or halogenated acetal can fully react.
Specifically, the reaction solvent is one of ethyl acetate, benzene series, dichloromethane and dichloroethane. Preferably, the amount of the substance added into the solvent is 2 to 4 times of the amount of the halogenated acetal substance, so that the effective concentration of the reactants is ensured, the proper reaction time is controlled, and the influence of the solvent on the yield is reduced.
Further, the solvent is one of ethyl acetate, benzene series, dichloromethane and dichloroethane.
And S2, introducing protective gas, pressurizing, heating to 55-82 ℃, stirring, reacting for 2-6h, cooling to room temperature after the reaction is finished, decompressing, and filtering to obtain the crude product of the alkoxy phosphine salt or the triphenylphosphine salt.
Preferably, the protective gas is nitrogen, and is economical and practical.
Further, nitrogen is introduced until the pressure in the reaction kettle is 0.045-0.05Mpa, so that the reaction balance moves rightwards, the reaction speed is accelerated, the reaction efficiency is improved, and the synthesis reaction is more sufficient.
Preferably, the stirring reaction is controlled for 4 hours.
Further, the purity of the obtained crude product of the alkoxy phosphine salt or the triphenylphosphine salt is detected by using a gas chromatography method.
And S3, performing a post-treatment stage on the product prepared in the S2 process, adding an excessive solvent into the product prepared in the S2 process for dissolving, heating until the reaction mixture is in a boiling state, refluxing for 1h, cooling to room temperature, filtering to obtain a post-treatment purified solid product, and drying to obtain an alkoxy phosphonium salt or triphenyl phosphonium salt purified product.
Specifically, the amount of the solvent added in the post-treatment stage is 2 times of the weight of the product, so that the solid prepared in the S2 process is fully dissolved, and the loss of the product during post-treatment is avoided.
Specifically, the solvent is one of ethyl acetate, benzene series, dichloromethane and dichloroethane.
Furthermore, the solvent can be repeatedly used in the processes of S2 and S3 after being used in the post-treatment process of S3, the solvent utilization rate is improved, the energy consumption is reduced, and the production cost is reduced.
Specifically, the prepared alkoxy phosphonate or triphenylphosphine salt product is pure white.
Further, the purity of the obtained alkoxy phosphonate or triphenyl phosphonate purified product is detected by using gas chromatography.
Further, the total yield of the product is calculated through the theoretical calculated yield of the product and the actual yield value of the prepared product.
The following examples are set forth below for specific embodiments of the invention:
example 1 Synthesis and work-up of bromoacetaldehyde ethylene glycol triphenylphosphine salt
The synthesis reaction equation of bromoacetaldehyde ethylene acetal triphenylphosphine salt is shown in figure 2, 167g of bromoacetaldehyde ethylene acetal, 262.3g of triphenylphosphine and 264.3g of ethyl acetate are put into a 1L stainless steel reaction kettle, and the reaction kettle is sealed to ensure the sealing of the reaction kettle. Vacuumizing, introducing nitrogen to the pressure of 0.045-0.05MPa, starting stirring, heating to 55-82 ℃, stirring for reacting for 4 hours, cooling to 25 ℃, decompressing, and filtering to obtain 418.4g of crude product, wherein the purity of the product is not lower than 97% by using a gas chromatography.
Putting 418.4g of crude product into a 1000mL flask, adding ethyl acetate 2 times of the weight of the product, heating to boiling state, refluxing for 1h, cooling to 25 ℃, and filtering to obtain a purified bromoacetaldehyde ethylene acetal triphenylphosphine salt product, wherein the color is pure white, the weight is 397.5g, and the purity of the product is not lower than 99% by gas chromatography.
In this example, the molar ratio of bromoacetaldehyde ethylene acetal to triphenylphosphine was 1:1, the theoretical yield of the product is 429.3g, the actual yield of the product is 397.5g, and the total yield of the product is 92.6 percent calculated by the theoretical yield of the product and the actual yield of the product.
Example 2 Synthesis and working up of bromoacetaldehyde ethylene glycol triphenylphosphine salt
The synthesis reaction equation of bromoacetaldehyde ethylene acetal triphenylphosphine salt is shown in figure 2, and 167g of bromoacetaldehyde ethylene acetal, 393.g of triphenylphosphine and 400g of ethyl acetate are put into a 1L stainless steel reaction kettle, and the reaction kettle is closed to ensure the sealing of the reaction kettle. Vacuumizing, introducing nitrogen to the pressure of 0.045-0.05MPa, starting stirring, heating to 55-82 ℃, stirring for reacting for 4 hours, cooling to 25 ℃, decompressing, and filtering to obtain 425g of crude product, wherein the purity of the product is not lower than 97 percent by using a gas chromatography.
Putting 425g of the crude product into a 1000mL flask, adding ethyl acetate with the weight 2 times of that of the product, heating to a boiling state, refluxing for 1h, cooling to 25 ℃, and filtering to obtain a purified bromoacetaldehyde ethylene acetal triphenylphosphine salt product, wherein the color is pure white, the weight is 411g, and the purity of the product is not lower than 99% by using a gas chromatography.
In this example, the molar ratio of bromoacetaldehyde ethylene acetal to triphenylphosphine was 1:1.5 theoretical yield of 429.3g of product and actual yield of 401g of product, the total yield of 93.4% is calculated from the theoretical yield and the actual yield of product.
Example 3: synthesis and post-treatment of methyl bromoacetate trimethoxy phosphonium salt
The synthesis reaction equation of methyl bromoacetate trimethoxy phosphonium salt is shown in FIG. 3, 206g of ethyl bromoacetate, 248g of trimethoxy phosphine and 276.4g of toluene are put into a 1L stainless steel reaction kettle, and the reaction kettle is closed to ensure the sealing of the reaction kettle. Vacuumizing, introducing nitrogen to the pressure of 0.045-0.05MPa, starting stirring, heating to 55-82 ℃, stirring for reacting for 4 hours, cooling to 25 ℃, decompressing, and filtering to obtain a crude product with the weight of 436.3g, wherein the purity of the product is not lower than 97% by using a gas chromatography.
436.3g of crude product is put into a 1000mL flask, toluene with the weight 2 times of that of the product is put into the flask, the mixture is heated to boiling state, the reflux is carried out for 1h, the temperature is reduced to 25 ℃, and the filtration is carried out, thus obtaining 414.5g of purified methyl bromoacetate trimethoxy phosphonium salt product with pure white color, and the purity of the product is not lower than 99 percent by using a gas chromatography method.
The theoretical yield of the product is 454g, the actual yield of the prepared product is 414.5g, and the total yield of the product is 91.3 percent by calculation through the theoretical yield of the product and the actual yield of the product.
Example 3: synthesis and post-treatment of methyl bromoacetate trimethoxy phosphonium salt
The synthesis reaction equation of methyl bromoacetate trimethoxy phosphonium salt is shown in FIG. 3, 206g of ethyl bromoacetate, 248g of trimethoxy phosphine and 276.4g of toluene are put into a 1L stainless steel reaction kettle, and the reaction kettle is closed to ensure the sealing of the reaction kettle. Vacuumizing, introducing nitrogen to the pressure of 0.045-0.05MPa, starting stirring, heating to 55-82 ℃, stirring for reacting for 4 hours, cooling to 25 ℃, decompressing, and filtering to obtain a crude product with the weight of 436.3g, wherein the purity of the product is not lower than 97% by using a gas chromatography.
436.3g of crude product is put into a 1000mL flask, toluene with the weight 2 times of that of the product is put into the flask, the mixture is heated to boiling state, the reflux is carried out for 1h, the temperature is reduced to 25 ℃, and the filtration is carried out, thus obtaining 414.5g of purified methyl bromoacetate trimethoxy phosphonium salt product with pure white color, and the purity of the product is not lower than 99 percent by using a gas chromatography method.
The theoretical yield of the product is 454g, the actual yield of the prepared product is 414.5g, and the total yield of the product is 91.3 percent by calculation through the theoretical yield of the product and the actual yield of the product.
Example 4: synthesis and post-treatment of methyl bromoacetate trimethoxy phosphonium salt
The synthesis reaction equation of methyl bromoacetate trimethoxy phosphonium salt is shown in FIG. 3, 206g of ethyl bromoacetate, 372g of trimethoxy phosphine and 276.4g of toluene are put into a 1L stainless steel reaction kettle, and the reaction kettle is closed to ensure the sealing of the reaction kettle. Vacuumizing, introducing nitrogen to the pressure of 0.045-0.05MPa, starting stirring, heating to 55-82 ℃, stirring for reacting for 4 hours, cooling to 25 ℃, decompressing, and filtering to obtain a crude product with the weight of 441.2g, wherein the purity of the product is not lower than 97% by using a gas chromatography.
441.2g of crude product is put into a 1000mL flask, toluene with the weight 2 times of that of the product is put into the flask, the mixture is heated to boiling state, the reflux is carried out for 1h, the temperature is reduced to 25 ℃, and the filtration is carried out, thus obtaining 419.8g of purified methyl bromoacetate trimethoxy phosphonium salt product with pure white color, and the purity of the product is not lower than 99 percent by using a gas chromatography method.
The theoretical yield of the product is 454g, the actual yield of the prepared product is 419.8g, and the total yield of the product is 92.5 percent by calculation through the theoretical yield of the product and the actual yield of the product.
The present invention has been described in detail, and it should be understood that the detailed description and specific examples, while indicating the preferred embodiment of the invention, are intended for purposes of illustration only and are not intended to limit the scope of the invention.
Claims (7)
1. A method for synthesizing alkoxy phosphine salt and triphenyl phosphine salt is characterized by comprising the following steps:
taking halogenated acetal, triphenylphosphine and alkoxy phosphine as raw materials, adding a solvent with the substance amount of 2-4 times of that of the halogenated acetal, introducing protective gas, pressurizing, heating to 55-82 ℃, and stirring for reaction for 2-6h to obtain the product.
2. The method for synthesizing alkoxyphosphine salt or triphenylphosphine salt according to claim 1, wherein the halogenated acetal is combined with triphenylphosphine and alkoxyphosphine at a molar ratio of 1:1 to 1: 1.5.
3. The method for synthesizing alkoxyphosphine salt or triphenylphosphine salt according to claim 1, wherein nitrogen is used as shielding gas, and introduced to a pressure of 0.045-0.05 MPa.
4. The method for synthesizing alkoxyphosphine salt and triphenylphosphine salt according to claim 3, wherein nitrogen is introduced to a pressure of 0.045-0.05MPa, the temperature is raised to 55-82 ℃, and the reaction is stirred for 4 h.
5. The method for synthesizing alkoxyphosphine salt and triphenylphosphine salt according to claim 1, wherein the solvent is one of ethyl acetate, benzene series, dichloromethane and dichloroethane.
6. A process for the synthesis of alkoxyphosphine salts, triphenylphosphine salts according to claim 5, characterized in that it comprises a work-up stage: adding solvent into the product, heating to boiling state, refluxing for 1h, cooling to 25 deg.C, and filtering.
7. The method for synthesizing alkoxyphosphine and triphenylphosphine salts according to claim 6, wherein the amount of solvent added in the post-treatment step is 2 times the weight of the product.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0194352A2 (en) * | 1984-12-19 | 1986-09-17 | Abbott Laboratories | Salicylate assay, tracers, immunogens and antibodies |
| CN101723827A (en) * | 2009-12-15 | 2010-06-09 | 上虞新和成生物化工有限公司 | Preparation method of 4-acetoxyl-2-methyl-2-butylenoic aldehyde |
-
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- 2019-12-31 CN CN201911420900.0A patent/CN111116644A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0194352A2 (en) * | 1984-12-19 | 1986-09-17 | Abbott Laboratories | Salicylate assay, tracers, immunogens and antibodies |
| CN101723827A (en) * | 2009-12-15 | 2010-06-09 | 上虞新和成生物化工有限公司 | Preparation method of 4-acetoxyl-2-methyl-2-butylenoic aldehyde |
Non-Patent Citations (3)
| Title |
|---|
| ALOK K. BHATTACHARYA ET AL.: "The Michaelis-Arbuzov Rearrangement", 《CHEMICAL REVIEWS》 * |
| 徐若千: "吲哚类Ca2+荧光指示剂及螯合母体的合成", 《中国优秀硕士学位论文全文数据库工程科技Ⅰ辑》 * |
| 蔡小华 等: "肉桂酰胺结构单元化合物：一类新型的α-糖苷酶抑制剂", 《应用化学》 * |
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Application publication date: 20200508 |