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Topic: Ethyl cinnamate to cinnamaldehyde  (Read 1855 times)

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Offline kevin_lofgren

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Ethyl cinnamate to cinnamaldehyde
« on: July 23, 2017, 11:16:02 PM »
If I were to convert ethyl cinninimate to cinnamaldehyde I believe my best option would be to use DIBAL in THF at 0C. Would you agree with this?  Also, if I added aqueous base a hydrolysis reaction would occur but also reaction with the pi bond to form an alcohol would also happen, correct?  Thanks for any help.
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Offline pgk

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Re: Ethyl cinnamate to cinnamaldehyde
« Reply #1 on: July 25, 2017, 01:57:36 PM »
Ethyl cinnamate contains a conjugated double bond that can also be reduced via 1,4-DIBAL reduction. Thus, it is better to work at lower temperatures than 0oC, in order to avoid any thermodynamic control.
« Last Edit: July 25, 2017, 02:07:44 PM by pgk »
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