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+ Chemistry
+ Synthesis
Posted by
Mark Barton

How to synthesize 3‐cyclopentylpropanal from (chloromethyl)cyclopentane?

Chris Rapier  Follow

3 Steps:

Step 1 - react the starting material with the preformed anion of ethyl cyanoacetate (NaOEt/EtOH should do this comfortably)

Step 2 - mild base hydrolysis of the product (NaOH/EtOH) followed by acidification to remove the ethyl ester group.

Step 3 - Dibal-H reduction of the nitrile to aldehyde 1.

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