Multistep Transformations

Draw the major product from each of the reaction sequences shown below.
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1.
1) perbenzoic acid (C6H5CO3H)
2) ethyllithium (C2H5Li)

3) PCC (C5H5N.CrO3.HCl)

    


 

2.
1) C6H5MgBr in ether
2) phosphoric acid (H3PO4) & heat

3) ozonolysis (O3, then H2O2)

    


3.
1) Jones' reag. (CrO3 in aq. H2SO4)
2) ethanol & acid catalyst & heat

3) NaOC2H5 & heat; then H3O(+)

    


4.
1) C2H5COCl + AlCl3 & heat
2) (C6H5)3P=CH2 in ether

3) B2H6 in ether; then H2O2 & NaOH

    


This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.
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