(+)-4-(2-甲基丁基)-4′-氰基联苯的合成新方法

A New Method of Synthesis of( + ) - 4 -Cyano- 4' - ( 2 -methylbutyl) biphenyl (CB15 )

提出了合成(+)-4-(2-甲基丁基)-4′氰基联苯(CB15)的新方法。从丁醇、对氯苯胺、苯、左旋戊醇、三苯基膦、三溴化磷、1,3-二氯丙烷、金属锂、氯化镍等原料出发,合成了所需的中间体及膦镍催化剂,并应用此法进行了光活性戊基与联苯环的偶联反应,继而合成了CB15。总产率为18%。由于反应条件简单,步骤较少,原料立足国内,因此适合于工业化生产。还对影响反应的各种因素作了讨论,并提出了膦镍络合物催化对氯联苯与格氏试剂偶联可能的过程。

A new method of synthesis of CB15 is proposed. The most basic reagents, such as butanol, 4-chloroaniline, benzene, left-rotated pentanol, triphenyl phosphine, phosphorus tribromide, 1,3-dichloropropane, lithium, nickel (Ⅱ) chloride were used as starting matherial to synthesize intermediates and nickel-phosphine catalyst, to finish the coupling of lightactive phenyl and biphenyl and to synthesize CB15 finally. The total yield is 18%. The conditions of reactions are mild, and the steps are simple. It suits industrial production. The possible mechanism of the coupling of aryl halides and Grignard reagents catalyzed by nickelphosphine complex is discussed.