Multistep Transformations

Draw the major product from each of the reaction sequences shown below.
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      		1.
 1) C2H5NH2
2) LiAlH4 in ether 

3) H3O(+)
2.
1) NaOC2H5 ; then C6H5CH2CH2-Br
2) H3O(+) & heat

3) SOCl2 ; then AlCl3 & heat
3.
 1) Mg in ether
2) (CH3)2CH-CN  

3) H3O(+)
4.
1) NaOC2H5 ; then C2H5-I
2) H3O(+) & heat

3) C6H5CHO & NaOH; heat
This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.
Java Molecular Editor v99.03 by: peter.ertl@cp.novartis.com