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Organic chemistry : cyclic alkane from esters

  1. May 10, 2010 #1
    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.
     
  2. jcsd
  3. May 11, 2010 #2
    Do you have a specific example in mind? Hydroxide probably won't exist that long in the presence of acid, in my opinion
     
  4. May 12, 2010 #3
    sjb is right, specific example would be useful.
    plus, I would think about decarboxylation.
     
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