1,2-bis(diphenylphosphino) benzene

A technology for biphenyl phosphorus substitution and toluene, which is applied in the field of 1,2-bis(biphenyl phosphorus substitution) benzene, can solve the problems of low yield, high cost, and increase the cost of downstream products in the preparation process, and achieves the process Simple and easy to operate, high yield effect

Inactive Publication Date: 2014-07-23
BEIJING GUOFANG DINGSHENG TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 1,2-bis(biphenylphosphoryl)benzene is an important raw material and intermediate for pharmaceutical synthesis, and is widely used in the synthesis of active ingredients of various medicines. Its molecular formula is C 30 h 24 P 2 , with a melting point of 184°C to 189°C, and its structural formula is: From the perspective of the preparation process of 1,2-bis(biphenylphosphoryl)benzene, the yield of the existing preparation process is relatively low and the cost is high, resulting in a waste of medical resources and indirectly increasing the cost of using it as a raw material. or the cost of downstream products of intermediates

Method used

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Embodiment 1

[0026] Please refer to figure 1 , figure 1 It is a schematic diagram of the reaction principle of the preparation method provided by the present invention. In fact, diphenylphosphine chloride is used as one of the raw materials, and 1,2-bis(biphenylphosphine) is obtained by reacting with metal sodium, 2-bromochlorobenzene, etc. benzene. Concrete preparation process is as follows:

[0027] The structure of 1,2-bis(biphenylphosphoryl)benzene is shown in formula (1):

[0028]

[0029] The structural formula of diphenylphosphine chloride is as shown in formula (2):

[0030]

[0031] Add 2 liters of toluene to a 20 liter anhydrous four-neck flask, then add 500 grams of sodium metal under nitrogen protection, heat to reflux for 2 hours and stir. When the metallic sodium melts into sodium beads, gradually add a mixture of 2200 g of diphenylphosphine chloride and 1 liter of toluene dropwise. Control the temperature at 120 degrees, after the addition, control the temperature...

Embodiment 2

[0033] Add 1.8 liters of toluene to a 20-liter anhydrous four-neck flask, then add 450 grams of sodium metal under nitrogen protection, heat to reflux for 2 hours and stir. When the metallic sodium melts into sodium beads, gradually add a mixture of 2100 g of diphenylphosphine chloride and 1 liter of toluene dropwise. Control the temperature at 100°C. After the addition, control the temperature at 100°C. React for 11 hours until the reaction system turns yellow to produce sodium diphenylphosphine. Cool slowly to room temperature and add 7.8 liters of tetrahydrofuran (THF) in batches to dissolve sodium diphenylphosphine, and stir at room temperature for 1.5 hours. Then cool down to 18 degrees and gradually add 850 grams of 2-bromochlorobenzene dropwise. The temperature was controlled below 18 degrees and the reaction was stirred at room temperature for 11 hours. Concentrate the mixture under reduced pressure, then add 2.8 liters of methanol at 30°C and stir to crystallize to ...

Embodiment 3

[0035] Add 2.2 liters of toluene to a 20-liter anhydrous four-neck flask, then add 550 grams of sodium metal under nitrogen protection, heat to reflux for 2 hours and stir. When the metallic sodium melts into sodium beads, gradually add a mixture of 2300 g of diphenylphosphine chloride and 1 liter of toluene dropwise. Control the temperature at 130°C. After the addition, control the temperature at 130°C. React for 12 hours until the reaction system turns yellow to produce sodium diphenylphosphine. Cool slowly to room temperature and add 8.2 liters of tetrahydrofuran (THF) in batches to dissolve sodium diphenylphosphine, and stir at room temperature for 1 hour. Then cool down to 20 degrees and gradually add 950 grams of 2-bromochlorobenzene dropwise. The temperature was controlled below 20 degrees and the reaction was stirred at room temperature for 12 hours. Concentrate the mixture under reduced pressure, then add 3.2 liters of methanol at 30°C and stir to crystallize to obt...

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Abstract

The invention discloses 1,2-bis(diphenylphosphino) benzene prepared by using a compound (chlorodiphenylphosphine) shown in the formula (2) as one of raw materials. The preparation method sequentially comprises the steps of (a) adding metallic sodium into a reaction container containing toluene, heating, reflowing and stirring; (b) adding mixed liquor of the compound shown in the formula (2) and toluene when metallic sodium is melted into sodium beads, and controlling the temperature to be 100-130 DEG C during the adding process; (c) continuously performing reaction for 11-12 hours at 100-130 DEG C; (d) slowly cooling a reaction system to the room temperature, then adding tetrahydrofuran, and stirring for 0.5-1.5 hours; (e) cooling to 18-20 DEG C, adding 2-bromochlorobenzene, and then stirring for 11-12 hours; and (f) performing pressure reduction and concentration on a reacted mixture, adding methanol, stirring and crystallizing to obtain 1,2-bis(diphenylphosphino) benzene. The preparation method is simple, efficient, and high in yield, and 1,2-bis(diphenylphosphino) benzene is high in purity.

Description

technical field [0001] The invention relates to the field of chemical product preparation, in particular to 1,2-bis(biphenylphosphoryl)benzene obtained by using specific raw materials and methods. Background technique [0002] 1,2-bis(biphenylphosphoryl)benzene is an important raw material and intermediate for pharmaceutical synthesis, and is widely used in the synthesis of active ingredients of various medicines. Its molecular formula is C 30 h 24 P 2 , with a melting point of 184°C to 189°C, and its structural formula is: From the perspective of the preparation process of 1,2-bis(biphenylphosphoryl)benzene, the yield of the existing preparation process is relatively low and the cost is high, resulting in a waste of medical resources and indirectly increasing the cost of using it as a raw material. Or the cost of downstream products of intermediates. [0003] Therefore, how to provide a method for preparing 1,2-bis(biphenylphosphoryl)benzene with a higher yield is of g...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/50
Inventor 方德虎
Owner BEIJING GUOFANG DINGSHENG TECH
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