“…When reaction of 17 with n-butyllithium is carried out at higher temperatures (-44 °C), halogen-metal exchange is significantly increased; however, butylation of derived anions by n-butyl bromide, formed by exchange, becomes a significant side reaction. Thus, warming the product of reaction of 17c with 2 equiv of n-butyllithium, formed at -78 °C, to -44 °C gave a product containing nitriles in the ratios shown in eq 2, together with three other components which were not examined.…”
“…When reaction of 17 with n-butyllithium is carried out at higher temperatures (-44 °C), halogen-metal exchange is significantly increased; however, butylation of derived anions by n-butyl bromide, formed by exchange, becomes a significant side reaction. Thus, warming the product of reaction of 17c with 2 equiv of n-butyllithium, formed at -78 °C, to -44 °C gave a product containing nitriles in the ratios shown in eq 2, together with three other components which were not examined.…”
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