Organic chemistry : cyclic alkane from esters

  • Thread starter ephemeral1
  • Start date
  • #1
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Hi, I am trying to understanding how esters can form a cyclic alkane. Could someone explain the mechanism for this? I would guess that we'd have to hydrolyze the ester in acidic condition to carboxylic acid. The hydroxide then can attack the carbonyl to form a ring, but that would give us an epoxide. Don't know if I am correct or what to do next. Please help. Studying for final. Thank you.
 

Answers and Replies

  • #2
445
5
Do you have a specific example in mind? Hydroxide probably won't exist that long in the presence of acid, in my opinion
 
  • #3
sjb is right, specific example would be useful.
plus, I would think about decarboxylation.
 

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