Method for preparing biphenyl diphosphine ligand

A technology of diphosphine ligand and biphenyl, which is applied in the field of synthesis of organic compounds, can solve the problems of cumbersome post-treatment, low yield, oxidation of phosphine ligand, etc., and achieve the effect of simple operation and cheap and easy-to-obtain reagents
CN102010442AActive Publication Date: 2011-04-13成都欣华源科技有限责任公司
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
成都欣华源科技有限责任公司
Publication Date
2011-04-13

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Abstract

The invention discloses a new method for preparing a biphenyl diphosphine ligand 2,2'-diphenylphosphinomethyl-1,1'-biphenyl (BISBI) and derivatives thereof. The method is characterized by comprising the following steps: (1) under the protection of inert gases, adding 40-60 parts of triphenylphosphine and 250-360 parts of ether solvents to a reaction flask, stirring the mixture to dissolve the mixture and adding 3-20 parts of alkali metals and 0-5 parts of electron-rich aromatics to the reaction flask to react for 2-24 hours at 20-120 DEG C to prepare a diphenulphosphine metal compound and a phenyl metal compound; (2) dropwise adding 15-20 parts of tertiary butyl chloride to the reaction solution to remove the generated phenyl metal compound; and (3) dropwise adding the solution formed by 15-40 parts of 2,2'-disubstituted methyl-1,1'-biaryl compound and 20-40 parts of ether solvent to the reaction solution with phenyl metal compound removed to react for 6-24 hours at 0-40 DEG C and carrying out extraction, drying, concentration and recrystallization to obtain the diphosphine ligand 2,2'-diphenylphosphinomethyl-1,1'-biphenyl (BISBI) and the derivatives thereof. The method has the characteristics of cheap and easily obtained raw materials and mild reaction conditions, is simple and convenient for operation, and is easy to realize industrial production.
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Description

technical field

[0001] The invention relates to a preparation method of biphenyl bisphosphine ligand 2,2'-diphenylphosphinomethyl-1,1'-biphenyl (BISBI) and its derivatives, belonging to the field of organic compound synthesis. Background technique

[0002] 2,2′-Diphenylphosphinomethyl-1,1′-biphenyl (BISBI) and its derivatives are excellent bisphosphine ligands, which show good activity in the hydroformylation of alkenes Catalytic activity and selectivity.

[0003] U.S. Patents US4694109 and US8701362 describe the use of butyllithium and diphenylphosphine hydrogen at -70 ° C to prepare diphenylphosphine lithium, which is combined with 2,2'-halomethyl-1,1'-biphenyl Method of reaction preparation (BISBI). U.S. Patent US4879416 and European Patent EP0375576 ​​use metal lithium and triphenylphosphine to react at room temperature to prepare diphenylphosphine lithium, and then react with 2,2'-dihalomethyl-1,1'-biphenyl to prepare BISBI. European patents EP0491240 and EP0326286 u...

Claims

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