April 17, 2024, 10:21:10 PM
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Topic: Need help with reaction mechanism containing LiCl  (Read 1091 times)

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Offline Ebbe Loos

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Need help with reaction mechanism containing LiCl
« on: April 08, 2022, 09:46:10 AM »
Hi

I'm currently working on a project in which we need to follow this reaction mechanism (look at attached files)
 It's basically the reaction from 2 esters to a alkane (but alcohol doesnt reactie)

2 Esters + LiCl and HCl react to alkane.

I've been trying myself, but i can not find the correct mechanism which involves the leaving of both esters.

Hope you guys can help me!


Thanks
Ebbe

Offline sharbeldam

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Re: Need help with reaction mechanism containing LiCl
« Reply #1 on: April 08, 2022, 09:57:39 AM »
cant the water hydrolize the esters? but not sure about decarboxylation tho since it's not conjugated with another carbonyl, but it still could happen, kinda reminds me of thc decarboxylation.
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Offline clarkstill

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Re: Need help with reaction mechanism containing LiCl
« Reply #2 on: April 08, 2022, 10:54:21 AM »
Looks like a Krapcho decarboxylation to me: https://en.wikipedia.org/wiki/Krapcho_decarboxylation

That innocent looking chloride isnt so innocent...

Offline Ebbe Loos

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Re: Need help with reaction mechanism containing LiCl
« Reply #3 on: April 08, 2022, 03:06:47 PM »
Looks like a Krapcho decarboxylation to me: https://en.wikipedia.org/wiki/Krapcho_decarboxylation

That innocent looking chloride isnt so innocent...

Thanks! I've managed to write down the mechanism.

Thanks a lot!

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