Outline a laboratory synthesis of p-chlorobenzaldehyde starting with chlrobenzene.?

Cl-Bz + CH3COCl/AlCl3 ----> Cl-Bz-COCH3 + DIBAL-H/H2O ---> Cl-Bz-CHO

-First step Friedel crafts acylation to get ketone group on opp. side of Cl
-Second step use DIBAL-H, a special reducing agent that reduces esters, carb. acids, and ketones to an aldehyde...Or, you could have used LiAlH4, H2O, then PCC.
-This makes p-cl-bz-ald



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