CN110590837A - Synthesis method of bis (2-methoxyphenyl) phosphine oxide - Google Patents
Synthesis method of bis (2-methoxyphenyl) phosphine oxide Download PDFInfo
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- CN110590837A CN110590837A CN201910959292.4A CN201910959292A CN110590837A CN 110590837 A CN110590837 A CN 110590837A CN 201910959292 A CN201910959292 A CN 201910959292A CN 110590837 A CN110590837 A CN 110590837A
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- methoxyphenyl
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- 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 System
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5325—Aromatic phosphine oxides or thioxides (P-C aromatic linkage)
Abstract
The invention belongs to the technical field of fine chemical engineering, and particularly relates to a synthesis method of bis (2-methoxyphenyl) phosphine oxide, which comprises the following steps: a) anisole and triethyl phosphate react in a solvent to obtain bis (2-methoxyphenyl) ethyl phosphonate; b) and (3) hydrogenating and reducing the bis (2-methoxyphenyl) ethyl phosphonate in a solvent to obtain bis (2-methoxyphenyl) phosphine oxide. The method takes anisole as an initial raw material, firstly reacts with triethyl phosphate to obtain bis (2-methoxyphenyl) ethyl phosphonate, and then the bis (2-methoxyphenyl) phosphine oxide is synthesized by hydrogenation reduction, the method has the advantages of simple reaction, high conversion rate and excellent product quality, the content of the produced bis (2-methoxyphenyl) phosphine oxide is more than 98 percent, the technical requirements of market production of related polyketone ligands are met, the operation steps are simple, the required equipment is simple, and the energy consumption is low.
Description
Technical Field
The invention belongs to the technical field of fine chemical engineering, and particularly relates to a synthesis method of bis (2-methoxyphenyl) phosphine oxide.
Background
Polyketones (POK) are novel green polymeric materials synthesized from carbon monoxide, olefins (ethylene, propylene, styrene), have photodegradable and biodegradable properties, and can be further chemically modified, with excellent and broad performance properties, making it a "natural" thermoplastic engineering plastic. In the preparation of polyketones, the polymerization catalyst usually consists of a Pd (II)/bisphosphine ligand/acid system, with the use of catalytically active bisphosphine ligands such as 1, 3-bis [ bis (2-methoxyphenyl) phosphino ] propane, ((2, 2-dimethyl-1, 3-dioxane-5, 5-diyl) bis (methylene)) bis (2-methoxyphenyl) phosphine), 3-bis- [ bis- (2-methoxyphenyl) phosphinomethyl ] -1, 5-dioxa-spiro [5,5] undecane, etc., and bis (2-methoxyphenyl) phosphine oxide is a key intermediate for this type of bisphosphine ligand.
Currently, there are several methods for preparing bis (2-methoxyphenyl) phosphine oxide: 1) anisole is taken as a raw material, and is synthesized with diethyl phosphite into bis (2-methoxyphenyl) phosphine oxide by a one-step method under the action of n-BuLi and a depolymerizing agent; 2) o-bromoanisole is used as a raw material, firstly reacts with magnesium powder to prepare a Grignard reagent, and then reacts with diethyl phosphite to obtain a target product, namely bis (2-methoxyphenyl) phosphine oxide.
In the two preparation methods, active hydrogen exists on the used diethyl phosphite, so that uncontrollable impurities are generated, and the two preparation methods have long reaction routes and low yield.
Disclosure of Invention
In view of the above, the present invention aims to provide a method for synthesizing bis (2-methoxyphenyl) phosphine oxide, which has the advantages of simple reaction route, high product yield and good quality.
The invention provides a synthesis method of bis (2-methoxyphenyl) phosphine oxide, which comprises the following steps:
a) anisole and triethyl phosphate react in a solvent to obtain bis (2-methoxyphenyl) ethyl phosphonate;
b) and (3) hydrogenating and reducing the bis (2-methoxyphenyl) ethyl phosphonate in a solvent to obtain bis (2-methoxyphenyl) phosphine oxide.
Preferably, in step a), the reaction is carried out in the presence of a depolymerizing agent and n-butyllithium.
Preferably, the depolymerizing agent comprises tetramethylethylenediamine and/or hexamethylphosphoric triamide.
Preferably, in step a), the molar ratio of the anisole, the depolymerizing agent, n-butyl lithium and triethyl phosphate is 1: (1-2): (0.5-1.5): (0.3-0.8).
Preferably, step a) specifically comprises:
a1) mixing anisole, a depolymerizing agent and a solvent to obtain anisole mixed solution;
a2) dropwise adding n-butyl lithium into the anisole mixed solution for reaction to obtain a reaction solution;
a3) and dropwise adding triethyl phosphate into the reaction solution to react to obtain the bis (2-methoxyphenyl) ethyl phosphonate.
Preferably, in step b), the hydrogenation reduction is carried out in the presence of a hydrogenation catalyst.
Preferably, the hydrogenation catalyst comprises raney nickel and/or palladium on carbon.
Preferably, the mass ratio of the ethyl bis (2-methoxyphenyl) phosphonate to the hydrogenation catalyst is 1: (0.005-0.05).
Preferably, step b) specifically comprises:
b1) mixing the bis (2-methoxyphenyl) ethyl phosphonate, a hydrogenation catalyst and a solvent to obtain a mixed solution of bis (2-methoxyphenyl) ethyl phosphonate;
b2) and heating the mixed solution of the bis (2-methoxyphenyl) ethyl phosphonate in a hydrogen atmosphere for reaction to obtain the bis (2-methoxyphenyl) phosphine oxide.
Preferably, in the step b2), the pressure of the hydrogen atmosphere is 1-2.5 MPa; the heating reaction temperature is 80-150 ℃.
Compared with the prior art, the invention provides a synthesis method of bis (2-methoxyphenyl) phosphine oxide, which comprises the following steps: a) anisole and triethyl phosphate react in a solvent to obtain bis (2-methoxyphenyl) ethyl phosphonate; b) and (3) hydrogenating and reducing the bis (2-methoxyphenyl) ethyl phosphonate in a solvent to obtain bis (2-methoxyphenyl) phosphine oxide. The method takes anisole as an initial raw material, firstly reacts with triethyl phosphate to obtain bis (2-methoxyphenyl) ethyl phosphonate, and then the bis (2-methoxyphenyl) phosphine oxide is synthesized by hydrogenation reduction, the method has the advantages of simple reaction, high conversion rate and excellent product quality, the content of the produced bis (2-methoxyphenyl) phosphine oxide is more than 98 percent, the technical requirements of market production of related polyketone ligands are met, the operation steps are simple, the required equipment is simple, and the energy consumption is low. Experimental results show that when the method provided by the invention is adopted to synthesize the bis (2-methoxyphenyl) phosphine oxide, the product purity is more than 98 percent, and the yield is more than 94 percent.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, it is obvious that the drawings in the following description are only embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the provided drawings without creative efforts.
FIG. 1 is a scheme showing the synthesis of bis (2-methoxyphenyl) phosphine oxide provided by an example of the present invention;
FIG. 2 is a NMR spectrum of ethyl bis (2-methoxyphenyl) phosphonate provided in example 1 of the present invention;
FIG. 3 is a NMR spectrum of bis (2-methoxyphenyl) phosphine oxide provided in example 1 of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The invention provides a synthesis method of bis (2-methoxyphenyl) phosphine oxide, which comprises the following steps:
a) anisole and triethyl phosphate react in a solvent to obtain bis (2-methoxyphenyl) ethyl phosphonate;
b) and (3) hydrogenating and reducing the bis (2-methoxyphenyl) ethyl phosphonate in a solvent to obtain bis (2-methoxyphenyl) phosphine oxide.
In the invention, firstly anisole and triethyl phosphate are taken as reactants to react in a solvent to synthesize the ethyl bis (2-methoxyphenyl) phosphonate. Wherein the solvent includes, but is not limited to, tetrahydrofuran and/or n-hexane; the reaction is carried out in the presence of a depolymerizing agent and n-butyllithium (n-BuLi) and under anhydrous and oxygen-free conditions; the depolymerizing agent preferably comprises tetramethylethylenediamine and/or hexamethylphosphoric triamide; the mol ratio of the anisole, the depolymerizing agent, the n-butyl lithium and the triethyl phosphate is preferably 1: (1-2): (0.5-1.5): (0.3 to 0.8), more preferably 1: (1-1.5): (1-1.1): (0.5-0.6). In one embodiment provided by the present invention, ethyl bis (2-methoxyphenyl) phosphonate can be synthesized specifically according to the following steps:
a1) mixing anisole, a depolymerizing agent and a solvent to obtain anisole mixed solution;
a2) dropwise adding n-butyl lithium into the anisole mixed solution for reaction to obtain a reaction solution;
a3) and dropwise adding triethyl phosphate into the reaction solution to react to obtain the bis (2-methoxyphenyl) ethyl phosphonate.
In the step of synthesizing ethyl bis (2-methoxyphenyl) phosphonate provided in the above embodiment of the present invention, in step a2), in order to avoid the reaction from being too violent, the temperature of the anisole mixed solution when n-butyllithium is added is preferably controlled to be-10 ℃ to-50 ℃, and specifically may be-10 ℃, 15 ℃, 20 ℃, 25 ℃, 30 ℃, 35 ℃, 40 ℃, 45 ℃ or-50 ℃; after the dropwise addition, preferably stirring for 1-2 hours, specifically 1 hour, 1.5 hours or 2 hours, at the above temperature; after the temperature-controlled stirring is finished, preferably raising the temperature to 20-50 ℃ to continue the reaction until the reaction is complete, specifically 20 ℃, 25 ℃, 30 ℃, 35 ℃, 40 ℃, 45 ℃ or 50 ℃.
In the step of synthesizing ethyl bis (2-methoxyphenyl) phosphonate provided in the above embodiment of the present invention, in step a3), the temperature of the reaction when triethyl phosphate is added dropwise is preferably controlled to be-10 to-50 ℃, and specifically may be-10 ℃, -15 ℃, -20 ℃, -25 ℃, -30 ℃, -35 ℃, -40 ℃, -45 ℃ or-50 ℃; after the dropwise addition is finished, preferably performing heat preservation reaction for 1-2 hours, specifically 1 hour, 1.5 hours or 2 hours; after the heat preservation reaction is finished, preferably raising the temperature to 20-50 ℃ to continue the reaction until the reaction is complete, specifically 20 ℃, 25 ℃, 30 ℃, 35 ℃, 40 ℃, 45 ℃ or 50 ℃.
In the step of synthesizing ethyl bis (2-methoxyphenyl) phosphonate, step a3), after the reaction is completed, adding the reaction product into ice water containing acid under stirring to quench the reaction, wherein the acid preferably includes hydrochloric acid and/or sulfuric acid, and the content of the acid in the ice water is preferably 5 to 15 wt%, and specifically may be 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, 10 wt%, 11 wt%, 12 wt%, 13 wt%, 14 wt%, or 15 wt%; then, the mixture was subjected to liquid separation, washed with water, and the solvent was recovered under reduced pressure to obtain white ethyl bis (2-methoxyphenyl) phosphonate.
In the invention, after obtaining an intermediate product of bis (2-methoxyphenyl) ethyl phosphonate, the bis (2-methoxyphenyl) ethyl phosphonate is hydrogenated and reduced in a solvent to obtain bis (2-methoxyphenyl) phosphine oxide. Wherein the solvent includes, but is not limited to, methanol and/or ethanol; the hydrogenation reduction is carried out in the presence of a hydrogenation catalyst; the hydrogenation catalyst preferably comprises raney nickel and/or palladium on carbon; the mass ratio of the ethyl bis (2-methoxyphenyl) phosphonate to the hydrogenation catalyst is preferably 1: (0.005-0.05), more preferably 1: (0.01-0.02). In one embodiment provided by the present invention, the hydrogenation reduction can be specifically performed according to the following steps:
b1) mixing the bis (2-methoxyphenyl) ethyl phosphonate, a hydrogenation catalyst and a solvent to obtain a mixed solution of bis (2-methoxyphenyl) ethyl phosphonate;
b2) and heating the mixed solution of the bis (2-methoxyphenyl) ethyl phosphonate in a hydrogen atmosphere for reaction to obtain the bis (2-methoxyphenyl) phosphine oxide.
In the step of the reduction reaction provided in the above embodiment of the present invention, in step b2), the pressure of the hydrogen atmosphere is preferably 1 to 2.5MPa, and specifically may be 1MPa, 1.25MPa, 1.5MPa, 1.75MPa, 2MPa, 2.25MPa, or 2.5 MPa; the temperature of the heating reaction is preferably 80-150 ℃, and specifically can be 80 ℃, 85 ℃, 90 ℃, 95 ℃, 100 ℃, 105 ℃, 110 ℃, 115 ℃, 120 ℃, 125 ℃, 130 ℃, 135 ℃, 140 ℃, 145 ℃ or 150 ℃; in the present invention, the time for the heating reaction is not particularly limited, and the reaction may be completed.
In the step of hydrogenation reduction provided in the above embodiment of the present invention, in step b2), after the reaction is completed, cooling, filtering, and recovering the solvent under reduced pressure, bis (2-methoxyphenyl) phosphine oxide is obtained.
The method takes anisole as an initial raw material, firstly reacts with triethyl phosphate to obtain bis (2-methoxyphenyl) ethyl phosphonate, and then the bis (2-methoxyphenyl) phosphine oxide is synthesized by hydrogenation reduction, the method has the advantages of simple reaction, high conversion rate and excellent product quality, the content of the produced bis (2-methoxyphenyl) phosphine oxide is more than 98 percent, the technical requirements of market production of related polyketone ligands are met, the operation steps are simple, the required equipment is simple, and the energy consumption is low. Experimental results show that when the method provided by the invention is adopted to synthesize the bis (2-methoxyphenyl) phosphine oxide, the product purity is more than 98 percent, and the yield is more than 94 percent.
For the sake of clarity, the following examples are given in detail.
Example 1
The synthetic route of the bis (2-methoxyphenyl) phosphine oxide is shown in figure 1, and figure 1 is the synthetic route of the bis (2-methoxyphenyl) phosphine oxide provided by the embodiment of the invention. The method comprises the following specific steps:
(1) preparation of bis (2-methoxyphenyl) phosphonic acid ethyl ester
Under the anhydrous and anaerobic conditions, 6.48g of anisole and 6.97g of tetramethylethylenediamine are added into 32.4mL of dry tetrahydrofuran (solvent I), the temperature is reduced to-30 ℃, 39.38mL of 1.6mol/L n-BuLi solution is dripped at a controlled temperature, the temperature is controlled and stirred for 1-2 h after the dripping is finished, the temperature is increased to 20-50 ℃ and stirred, the temperature is reduced to-30 ℃ after the tracking detection reaction is completed, 5.46g of triethyl phosphate is dripped at a controlled temperature, the temperature is increased to 30 ℃ after the heat preservation reaction is carried out for 1-2 h after the dripping is finished, the temperature is reduced to room temperature after the tracking detection reaction is finished, the reaction solution is slowly dripped into 10% hydrochloric acid-containing ice water under stirring, the conditions of liquid separation and water washing are carried out, the tetrahydrofuran is recovered under reduced pressure, a large amount of solid is separated out, and the solid is dried, and 8.75g of white ethyl bis (.
The structural characterization of the prepared ethyl bis (2-methoxyphenyl) phosphonate is shown in fig. 2, and fig. 2 is a nuclear magnetic resonance hydrogen spectrum of ethyl bis (2-methoxyphenyl) phosphonate provided in example 1 of the present invention.
(2) Preparation of bis (2-methoxyphenyl) phosphine oxide
6.12g of bis (2-methoxyphenyl) ethyl phosphonate is dissolved in 30.60mL of methanol (solvent II), and is added into a 100mL autoclave together with 0.06g of palladium carbon, the hydrogen is pressurized to 1.0MPa, the temperature is raised to 150 ℃, the temperature is kept until the reaction is completed, and the reaction is cooled, filtered and distilled under reduced pressure to obtain 4.90g of bis (2-methoxyphenyl) phosphine oxide product with the purity of 98.88 percent and the yield of 93.90 percent.
The prepared bis (2-methoxyphenyl) phosphine oxide is structurally characterized, and the result is shown in fig. 3, wherein fig. 3 is a nuclear magnetic resonance hydrogen spectrum of the bis (2-methoxyphenyl) phosphine oxide provided in example 1 of the present invention.
Example 2
A synthetic method of bis (2-methoxyphenyl) phosphine oxide is shown as a synthetic route in figure 1, and comprises the following specific steps:
(1) preparation of bis (2-methoxyphenyl) phosphonic acid ethyl ester
Under the anhydrous and anaerobic conditions, 6.48g of anisole and 10.45g of tetramethylethylenediamine are added into 64.8mL of dry n-hexane (solvent I), the temperature is reduced to-20 ℃, 39.38mL of 1.6mol/L n-BuLi solution is dripped at a controlled temperature, the temperature is controlled and the stirring is carried out for 1-2 h after the dripping is finished, the temperature is increased to 20-50 ℃, the stirring is carried out, the temperature is reduced to-40 ℃ after the tracking detection reaction is completed, 6.56g of triethyl phosphate is dripped at a controlled temperature, the temperature is increased to 40 ℃ after the heat preservation reaction is carried out for 1-2 h after the dripping is completed, the temperature is reduced to room temperature after the tracking detection reaction is completed, the reaction liquid is slowly dripped into 10% of hydrochloric acid-containing ice water under stirring, the liquid is separated and washed, the n-hexane is recovered under reduced pressure, a large amount of solid is separated out, and the white ethyl bis (2-.
(2) Preparation of bis (2-methoxyphenyl) phosphine oxide
6.12g of bis (2-methoxyphenyl) ethyl phosphonate is dissolved in 30.60mL of ethanol (solvent II), and is added into a 100mL autoclave together with 0.12g of palladium carbon, the hydrogen is pressurized to 2.0MPa, the temperature is raised to 80 ℃, the temperature is kept until the reaction is completed, and the reaction is cooled, filtered and distilled under reduced pressure to obtain 4.79g of bis (2-methoxyphenyl) phosphine oxide product with the purity of 98.92 percent and the yield of 91.83 percent.
Example 3
A synthetic method of bis (2-methoxyphenyl) phosphine oxide is shown as a synthetic route in figure 1, and comprises the following specific steps:
(1) preparation of bis (2-methoxyphenyl) phosphonic acid ethyl ester
Under the anhydrous and anaerobic conditions, 6.48g of anisole and 10.75g of hexamethylphosphoric triamide are added into 32.4mL of dry tetrahydrofuran (solvent I), the temperature is reduced to-0 ℃, 39.38mL of 1.6mol/L n-BuLi solution is dripped at the beginning of temperature control, the temperature is controlled and stirred for 1-2 h after the dripping is finished, the temperature is increased to 20-50 ℃ and stirred, the temperature is reduced to-10 ℃ after the tracking detection reaction is completed, 5.46g of triethyl phosphate is dripped at the beginning of temperature control, the temperature is increased to 50 ℃ after the heat preservation reaction is carried out for 1-2 h after the dripping is finished, the temperature is reduced to room temperature after the tracking detection reaction is finished, the reaction liquid is slowly dripped into 10% sulfuric acid-containing ice water under stirring, the liquid is separated, the water is washed, the tetrahydrofuran is recovered under reduced pressure, a large amount of solid is separated out, and the white ethyl bis (2-methoxyphenyl) phosphonate is dried.
(2) Preparation of bis (2-methoxyphenyl) phosphine oxide
6.12g of bis (2-methoxyphenyl) ethyl phosphonate is dissolved in 30.60mL of methanol (solvent II), and is added into a 100mL autoclave together with 0.06g of palladium carbon, the hydrogen is pressurized to 1.0MPa, the temperature is raised to 120 ℃, the temperature is kept until the reaction is completed, and the reaction is cooled, filtered and distilled under reduced pressure to obtain 4.99g of bis (2-methoxyphenyl) phosphine oxide product with the purity of 98.58 percent and the yield of 95.35 percent.
Example 4
A synthetic method of bis (2-methoxyphenyl) phosphine oxide is shown as a synthetic route in figure 1, and comprises the following specific steps:
(1) preparation of bis (2-methoxyphenyl) phosphonic acid ethyl ester
Under the anhydrous and anaerobic conditions, 6.48g of anisole and 16.13g of hexamethylphosphoric triamide are added into 64.8mL of dry n-hexane (solvent I), the temperature is reduced to-40 ℃, 39.38mL of 1.6mol/L n-BuLi solution is dripped at the beginning of temperature control, the temperature is controlled and stirred for 1-2 h after the dripping is finished, the temperature is increased to 20-50 ℃ for stirring, the temperature is reduced to-50 ℃ after the tracking detection reaction is completed, 6.56g of triethyl phosphate is dripped at the beginning of temperature control, the temperature is increased to 30 ℃ after the heat preservation reaction is carried out for 1-2 h after the dripping is finished, the temperature is reduced to room temperature after the tracking detection reaction is finished, the reaction liquid is slowly dripped into 10 percent sulfuric acid-containing ice water under stirring, the liquid is separated and washed, the n-hexane is recovered under reduced pressure, a large amount of solid is separated out, and the white ethyl bis (2-methoxyphenyl) phosphonate.
(2) Preparation of bis (2-methoxyphenyl) phosphine oxide
6.12g of bis (2-methoxyphenyl) ethyl phosphonate is dissolved in 30.60mL of ethanol (solvent II), and is added into a 100mL autoclave together with 0.12g of palladium carbon, the hydrogen is pressurized to 2.5MPa, the temperature is raised to 80 ℃, the temperature is kept until the reaction is completed, and the reaction is cooled, filtered and distilled under reduced pressure to obtain 4.88g of bis (2-methoxyphenyl) phosphine oxide product with the purity of 98.72 percent and the yield of 93.00 percent.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (10)
1. A method for synthesizing bis (2-methoxyphenyl) phosphine oxide comprises the following steps:
a) anisole and triethyl phosphate react in a solvent to obtain bis (2-methoxyphenyl) ethyl phosphonate;
b) and (3) hydrogenating and reducing the bis (2-methoxyphenyl) ethyl phosphonate in a solvent to obtain bis (2-methoxyphenyl) phosphine oxide.
2. The synthesis process according to claim 1, characterized in that in step a), the reaction is carried out in the presence of a depolymerizing agent and n-butyllithium.
3. The synthesis method of claim 2, wherein the depolymerizing agent comprises tetramethylethylenediamine and/or hexamethylphosphoric triamide.
4. The synthesis method according to claim 2, wherein in the step a), the molar ratio of the anisole, the depolymerizing agent, the n-butyl lithium and the triethyl phosphate is 1: (1-2): (0.5-1.5): (0.3-0.8).
5. The synthesis method according to claim 2, wherein step a) comprises:
a1) mixing anisole, a depolymerizing agent and a solvent to obtain anisole mixed solution;
a2) dropwise adding n-butyl lithium into the anisole mixed solution for reaction to obtain a reaction solution;
a3) and dropwise adding triethyl phosphate into the reaction solution to react to obtain the bis (2-methoxyphenyl) ethyl phosphonate.
6. The synthesis process according to claim 1, characterized in that in step b) the hydrogenation reduction is carried out in the presence of a hydrogenation catalyst.
7. The synthesis method of claim 6, wherein the hydrogenation catalyst comprises Raney nickel and/or palladium on carbon.
8. The synthesis method according to claim 6, wherein the mass ratio of the ethyl bis (2-methoxyphenyl) phosphonate to the hydrogenation catalyst is 1: (0.005-0.05).
9. The synthesis method according to claim 6, wherein step b) comprises:
b1) mixing the bis (2-methoxyphenyl) ethyl phosphonate, a hydrogenation catalyst and a solvent to obtain a mixed solution of bis (2-methoxyphenyl) ethyl phosphonate;
b2) and heating the mixed solution of the bis (2-methoxyphenyl) ethyl phosphonate in a hydrogen atmosphere for reaction to obtain the bis (2-methoxyphenyl) phosphine oxide.
10. The synthesis method according to claim 9, wherein in step b2), the pressure of the hydrogen atmosphere is 1-2.5 MPa; the heating reaction temperature is 80-150 ℃.
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Cited By (2)
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| CN114106048A (en) * | 2021-12-14 | 2022-03-01 | 黄河三角洲京博化工研究院有限公司 | Synthetic method of polyketone ligand |
| CN114149464A (en) * | 2021-12-15 | 2022-03-08 | 黄河三角洲京博化工研究院有限公司 | Ligand for polyketone polymerization catalyst and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114106048A (en) * | 2021-12-14 | 2022-03-01 | 黄河三角洲京博化工研究院有限公司 | Synthetic method of polyketone ligand |
| CN114149464A (en) * | 2021-12-15 | 2022-03-08 | 黄河三角洲京博化工研究院有限公司 | Ligand for polyketone polymerization catalyst and preparation method thereof |
| CN114149464B (en) * | 2021-12-15 | 2023-06-30 | 黄河三角洲京博化工研究院有限公司 | Ligand for polyketone polymerization catalyst and preparation method thereof |
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