Question

Propose mechanisms for the following reactions.

Short answer

At first the cyclohexanone is converted tocyclohexylidene(1$\lambda$⁵-ethyl)ammonium. Then thiscompound is reduced to the main desired product. Here the sodium triacetoxyborhydride is used as the reducing agent as sodium borohydrate.

Step-by-step solution

Reduction using Sodiumtriacetoxyborohydride

At first the cyclohexanone is converted tocyclohexylidene(1$\lambda$⁵-ethyl)ammonium. Then thiscompound is reduced to the main desired product. Here the sodium triacetoxyborhydride is used as the reducing agent as sodium borohydrate.

:Elimination then reduction

The keto group is converted to hydroxyl group in presence of acid. Then elimination occurs and alkene is formed. This alkene is reduced in presence of H₂/platinum in acidic medium.