2-pyridylsilane, processes for producing and using the same

Abstract

The present invention provides a compound which can be purified by conventional acid/base extraction. There is disclosed 2-pyridylsilane of formula (1): wherein R 1 represents an alkyl group, etc, R 2 and R 3 represent an alkyl group, an alkoxy group, etc., R 4 , R 5 , R 6 and R 7 represent a hydrogen atom, a halogen atom, an alkyl group, etc.

What is claimed is:  
     
         1 . A (2-pyridylsilyl)methyllithium of formula (2):  
       
         
           
           
               
               
           
         
       
       wherein R 2  and R 3  are the same or different and independently represent an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkyloxy group, an alkenyl group, an alkynyl group or a trisubstituted silyl group, and 
 R 4 , R 5 , R 6  and R 7  are the same or different and independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkyloxy group, an alkenyl group, an alkynyl group, a cyano group, a nitro group, a hydroxy group, an alkylsulfonyl group, an arylsulfonyl group or a trisubstituted silyl group.  
 
     
     
         2 . A (2-pyridylsilyl)methyllithium of formula (2) according to  claim 1 , wherein R 2  and R 3  represent a methyl group and R 4 , R 5 , R 6  and R 7  represent a hydrogen atom.  
     
     
         3 . A process for producing 2-pyridylsilane of formula (1)  
       
         
           
           
               
               
           
         
         wherein R 1  represents an alkyl group, an aralkyl group, an alkenyl group, an alkynyl group or a trisubstituted silyl group,  
         wherein R 2  and R 3  are the same or different and independently represent an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkyloxy group, an alkenyl group, an alkynyl group or a trisubstituted silyl group, and  
         R 4 , R 5 , R 6  and R 7  are the same or different and independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an aralkyl group, an aralkyloxy group, an alkenyl group, an alkynyl group, a cyano group, a nitro group, a hydroxy group, an alkylsulfonyl group, an arylsulfonyl group or a trisubstituted silyl group, and  
         the alkyl groups, alkoxy groups, aryl groups, aryloxy groups, aralkyl groups, aralkyloxy groups, alkenyl groups and alkynyl groups for R 1  to R 7  may have a substituent, provided that R 1  is not a vinyl group, which comprises:  
         reacting (2-pyridylsily)methyllithium of formula (2):  
         
           
             
             
                 
                 
             
           
         
          wherein R 2 , R 3 , R 4 , R 5 , R 6  and R 7  have the same meanings as defined in  claim 1 , with an electrophile.  
       
     
     
         4 . A process for producing the (2-pyridylsilyl)methyllithium as defined in  claim 1 , which comprises reacting a (2-pyridyl)methylsilane of formula (3):  
       
         
           
           
               
               
           
         
       
       wherein R 2 , R 3 , R 4 , R 5 , R 6  and R 7  have the same meanings as defined in  claim 1 , with a lithiating agent.  
     
     
         5 . A process for producing an alcohol of formula (4)  
       
         
           
           
               
               
           
         
       
       wherein R 1  represents an alkyl group, an aralkyl group, an alkenyl group, an alkynyl group or a trisubstituted silyl group, which comprises reacting 2-pyridylsilane of formula (1) as defined in  claim 3  with a peroxide.  
     
     
         6 . The process according to  claim 5 , which comprises the steps of: reacting an electrophile with (2-pyridylsilyl)methyllithium of formula (2):  
       
         
           
           
               
               
           
         
         wherein R 2 , R 3 , R 4 , R 5 , R 6  and R 7  are the same as defined in  claim 1 , with an electrophile to obtain 2-pyridylsilane of formula (1) as defined in  claim 3;   
         and reacting the obtained 2-pyridylsilane of formula (1) with a peroxide.