A kind of synthetic method of two (2-methoxyphenyl) phosphine oxides

A technology of methoxyphenyl and phosphine oxides, which is applied in the field of synthesis of bisphosphine oxides, can solve problems such as low yield, long reaction route, and uncontrollable impurities, and achieve high conversion rate, excellent product quality, and reaction simple effect

Active Publication Date: 2022-03-29
CHAMBROAD CHEM IND RES INST CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the above two preparation methods, because there is active hydrogen on the diethyl phosphite used, uncontrollable impurities are produced, and the reaction routes of the above two preparation methods are long and the yield is low

Method used

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  • A kind of synthetic method of two (2-methoxyphenyl) phosphine oxides
  • A kind of synthetic method of two (2-methoxyphenyl) phosphine oxides
  • A kind of synthetic method of two (2-methoxyphenyl) phosphine oxides

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preparation example Construction

[0029] The invention provides a kind of synthetic method of bis(2-methoxyphenyl)phosphine oxide, comprising the following steps:

[0030] a) Anisole reacts with triethyl phosphate in a solvent to obtain bis(2-methoxyphenyl) ethyl phosphonate;

[0031] b) The ethyl bis(2-methoxyphenyl)phosphonate is hydrogenated and reduced in a solvent to obtain bis(2-methoxyphenyl)phosphine oxide.

[0032] In the present invention, first, anisole and triethyl phosphate are reacted in a solvent to synthesize ethyl bis(2-methoxyphenyl)phosphonate. Wherein, the solvent includes but 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 includes Tetramethylethylenediamine and / or hexamethylphosphoric triamide; The mol ratio of described anisole, depolymerization agent, n-butyl lithium and triethyl phosphate is preferably 1: ...

Embodiment 1

[0047] A kind of synthetic method of two (2-methoxyphenyl) phosphine oxides, synthetic route is as follows figure 1 as shown, figure 1 It is a synthetic route diagram of bis(2-methoxyphenyl)phosphine oxide provided by the examples of the present invention. The specific steps are:

[0048] (1) Preparation of two (2-methoxyphenyl) phosphonic acid ethyl esters

[0049] Under anhydrous and oxygen-free conditions, add 6.48g of anisole and 6.97g of tetramethylethylenediamine into 32.4mL of dry tetrahydrofuran (solvent I), lower the temperature to -30°C, and start adding 39.38mL of 1.6mol / L of n-BuLi solution, after the dropwise addition, stir under temperature control for 1-2 hours, raise the temperature to 20-50°C and stir, track and detect that the reaction is complete, cool down to -30°C, and start adding 5.46g of triethyl phosphate dropwise under temperature control , after the dropwise addition, keep warm for 1 to 2 hours, heat up to 30°C, track and detect the reaction, coo...

Embodiment 2

[0055] A kind of synthetic method of two (2-methoxyphenyl) phosphine oxides, synthetic route is as follows figure 1 As shown, the specific steps are:

[0056] (1) Preparation of two (2-methoxyphenyl) phosphonic acid ethyl esters

[0057] Under anhydrous and oxygen-free conditions, add 6.48g of anisole and 10.45g of tetramethylethylenediamine into 64.8mL of dry n-hexane (solvent I), lower the temperature to -20°C, and start adding 39.38mL of 1.6mol / L of n-BuLi solution, after the dropwise addition is completed, the temperature is controlled and stirred for 1 to 2 hours, and the temperature is raised to 20 to 50°C for stirring. g. After the dropwise addition, keep warm for 1 to 2 hours, heat up to 40°C, track and detect the reaction, cool down to room temperature, slowly drop the reaction solution into ice water containing 10% hydrochloric acid under stirring, separate the liquid, and wash with water , recovered n-hexane under reduced pressure, precipitated a large amount of ...

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Abstract

The invention belongs to the technical field of fine chemicals, and in particular relates to a synthetic method of bis(2-methoxyphenyl)phosphine oxide, which comprises the following steps: a) reacting anisole and triethyl phosphate in a solvent , to obtain bis(2-methoxyphenyl) ethyl phosphonate; b) the bis(2-methoxyphenyl) ethyl phosphonate is hydrogenated and reduced in a solvent to obtain bis(2-methoxy phenyl)phosphine oxide. The present invention takes anisole as the starting material, first reacts with triethyl phosphate to obtain bis(2-methoxyphenyl) ethyl phosphonate, and then synthesizes bis(2-methoxyphenyl) through hydrogenation reduction ) phosphine oxide, the method has simple reaction, high conversion rate, excellent product quality, and the content of bis(2-methoxyphenyl) phosphine oxide produced is more than 98%, which satisfies the technology of producing relevant polyketone ligands in the market Requirements, and the operation steps are simple, the required equipment is simple, and the energy consumption is low.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, in particular to a method for synthesizing bis(2-methoxyphenyl)phosphine oxide. Background technique [0002] Polyketone (POK) is a new type of green polymer material synthesized from carbon monoxide and olefins (ethylene, propylene, styrene). Polyketone has photodegradation and biodegradation characteristics, and can be further chemically modified. Its excellent and wide performance makes it It becomes a "natural" thermoplastic engineering plastic. In the polyketone preparation process, the polymerization catalyst usually consists of a Pd(II) / bisphosphine ligand / acid system, and the bisphosphine ligand with higher catalytic activity such as 1,3-bis[bis(2-methoxy phenyl)phosphino]propane, ((2,2-dimethyl-1,3-dioxane-5,5-diyl)bis(methylene))bis(bis(2-methoxy phenyl)phosphine), 3,3-bis-[bis-(2-methoxyphenyl)phosphinemethyl]-1,5-dioxa-spiro[5,5]undecane, etc., and Bis(2-methoxyphenyl)phosph...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/53
CPCC07F9/5325
Inventor 张凤岐王朋朋刘英贤裴立军王旭亮曹丽艳刘文超
Owner CHAMBROAD CHEM IND RES INST CO LTD
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