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Can anyone suggest a synthesis of 4,4-diphenylbut-3-en-2-one without using grignard synthesis?

2006-10-25 16:45:45 · 4 answers · asked by Hard Rocker 3 in Science & Mathematics Chemistry

4 answers

Diphenyl ketone (DPK) and acetone with a sulfuric acid catalyst should do the trick. Try at low temperature first.

DPK and MEK will make a diphenyl pentenone and a diphenyl methylbutenone.

Acid will help ensure the dehydration happens and the byproduct diacetone alcohol will be reasonably water soluble whereas the 4,4-diphenylbutenone you want should be soluble in toluene and only sparingly soluble in water.

2006-10-25 17:37:01 · answer #1 · answered by questor_2001 3 · 0 0

4 4 Diphenylbut 3 En 2 One

2017-01-20 20:14:31 · answer #2 · answered by ? 4 · 0 0

I am rusty on this stuff, so I am not certain on reaction conditions, you might end up with a soup.

how about diphenylketone and excess methyl ethyl ketone with a KOH base, reflux a couple of hours, then distill out the excess methy ethyl ketone, (hopefully it takes the water from elimination out with it).

residue might have what you want.

2006-10-25 17:05:48 · answer #3 · answered by Anonymous · 0 0

Try cross aldol condensation.

2006-10-25 17:01:35 · answer #4 · answered by Anonymous · 0 0

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