Please help. See attached question

Question

anonymous · Answer

@Zale101

anonymous · Answer

@ParthKohli

photon336 · Answer

@Gerardo_cast23 this mechanism is quite long. if you'd like to see it it's going to take some time for me to draw it on here. but the idea is that one of the carbonyls, you're putting on a protecting group on so that it doesn't become reduced by LAH, and then you're essentially reducing second carbonyl down to an alkoxide ion and protinating to remove the protecting group and generate an alcohol. I believe this is the most reasonable mechanism. i'll show you 

Step #1 we use the protecting group OH-CH2-CH2-CH2-OH to protect one of the carbonyls.
|dw:1445199107113:dw|

photon336 · Answer

|dw:1445199325023:dw| 

In the third step, we do an acidic work up to protonate the alkoxide ion and to remove the protecting group. 

|dw:1445199411841:dw|