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Topic: Most efficient conversion of HMF to DMF?  (Read 2498 times)

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Offline Furanone

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Most efficient conversion of HMF to DMF?
« on: March 28, 2012, 03:48:15 PM »
Hello Organic Chemists,

I wanted to ask your advice as to what would be the most efficient process to convert hydroxymethylfurfural (HMF) to 2,5-dimethylfuran (DMF).

Thanks!!
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"The true worth of an experimenter consists in pursuing not only what he seeks in his experiment, but also what he did not seek."

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Offline Schrödinger

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Re: Most efficient conversion of HMF to DMF?
« Reply #1 on: March 29, 2012, 01:33:24 PM »
I do have an idea, but I don't know if that's very efficient.
1. Convert to corresponding amides
2. Reduce to amine
3. Diazotization
4. Reduction
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Offline Honclbrif

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Re: Most efficient conversion of HMF to DMF?
« Reply #2 on: March 29, 2012, 01:34:29 PM »
Simple hydrogenation with palladium on carbon should probably do it in one step.
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Offline Furanone

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Re: Most efficient conversion of HMF to DMF?
« Reply #3 on: March 29, 2012, 07:21:43 PM »
Many thanks to you both for offering your thoughts on this. Yeah, after some research I think the hydrogenation with palladium might be the best route to take.

cheers!
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"The true worth of an experimenter consists in pursuing not only what he seeks in his experiment, but also what he did not seek."

--Sir William Bragg (1862 - 1942)
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