x

 

x

x

PCC

 

 

 

 

x

x

 

x

 

H2CrO4

 

 

 

 

x

x

 

x

x

HCl/H2O

heat

 

 

 

 

 

 

 

 

 

NaOH/H2O

heat

 

 

 

 

 

 

 

 

 

H2NEt

 

 

 

 

 

 

 

 

 

HNEt2

 

 

 

 

 

 

 

 

 

NaBH4

 

 

 

 

x

x

 

 

 

LiAlH4

 

 

 

 

 

 

 

 

 

RMgBr

 

 

 

 

 

 

 

 

 

R2CuLi

 

 

 

 

 

x

 

 

x

NR = no meaningful reaction. AB = acid base reaction. X = this might or might not do something, but we’re not going to concern ourselves with it.