June 18, 2021, 11:06:24 PM
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Topic: Cyclohexanecarboxylic acid from diethyl malonate?  (Read 164 times)

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Offline Meter

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Cyclohexanecarboxylic acid from diethyl malonate?
« on: June 08, 2021, 05:58:28 AM »
Imgur is broken right now so I cannot post the reaction. But the problem asks how to synthesis cyclohexanecarboxylic acid from diethyl malonate and which reagents to use. They also want a mechanism, but that should be the least of my problems once I figure out what reagents to use.

My initial thought is to do a malonic ester synthesis with an -R group that can close under certain conditions (again, I can choose whichever reagents I want), but I still can't figure out a solution.

Any help?

Edit: Thanks, Borek.
« Last Edit: June 08, 2021, 06:31:56 AM by Meter »

Offline Borek

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Re: Cyclohexanecarboxylic acid from diethyl malonate?
« Reply #1 on: June 08, 2021, 06:22:45 AM »
If the image is not too large you can easily attach it to the post here - see + Additional options... under the edit field.
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Offline Meter

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Re: Cyclohexanecarboxylic acid from diethyl malonate?
« Reply #2 on: June 08, 2021, 07:55:04 AM »
Seems like this Wikipedia article gives me the answer. I assume I simply have to use the C5 version of the dihalide.

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