Process for preparing functionalized alkyllithium compounds

Details Process for preparing functionalized alkyllithium compounds Process for preparing functionalized alkyllithium compounds

1993-12-30

1994-06-14

Shaver, Paul F.

Organic compounds -- part of the class 532-570 series

Organic compounds

Silicon containing

556482, 556486, C07F 708, C07F 718

Patent

active

053211480

ABSTRACT:
A process for preparing functionalized alkyllithium compounds comprising reacting a fine particle size lithium metal of not more than 300 microns average particle size with an organosiloxyalkyl halide of the formula R.sup.1 R.sup.2 R.sup.3 SiORX wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from alkyl groups containing 1 to 10 carbon atoms and aryl groups containing 6 to 10 carbon atoms, R is selected from alkyl groups containing 1 to 8 carbon atoms either straight chain or substituted by alkyl or aryl groups, X is selected from chlorine or bromine, the reaction temperature is above 50.degree. C., the reaction medium is a hydrocarbon solvent and the reaction is conducted in an inert atmosphere.
6-(t-butyldimethylsilyloxy)-1-hexylhalide, 3-(t-butyldimethyl-silyloxy)-2,2-dimethyl-1-propylhalide, 3-(t-butyldimethylsilyloxy)-1-propylhalide, 4-(t-butyldimethylsilyloxy)-1-butylhalide, 3-(t-butyldimethyl-silyloxy)-2-methyl-1-propylhalide 8-(t-butyldimethylsilyloxy)-1-octylhalide, 6-(triisopropylsilyloxy)-1-hexylhalide, 3-(triisopropylsilyloxy)-2,2-dimethyl-1-propylhalide; 3-(triisopropylsilyloxy)-1-propylhalide, 4-(triisopropylsilyloxy)-1-butylhalide, 3-(triisopropylsilyloxy)-2-methyl-1-propylhalide, 8-(triisopropylsilyloxy)-1-octylhalide, 6-(t-butyldiphenylsilyloxy)-1-hexylhalide, 3-(t-butyldiphenylsilyloxy)-2,2-dimethyl-1-propylhalide, 3-(t-butyldiphenylsilyloxy)-1-propylhalide, 4-(t-butyldiphenylsilyloxy)-1-butylhalide, 3-(t-butyldiphenylsilyloxy)-2-methyl-1-propylhalide and 8-(t-butyldiphenylsilyloxy)-1-octylhalide.

REFERENCES:
patent: 3511865 (1970-05-01), Peterson
patent: 5082961 (1992-01-01), Fukumoto et al.
patent: 5231205 (1993-07-01), Rieke

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