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Topic: Naphthoquninoe Synthesis  (Read 2570 times)

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Offline Chimie

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Naphthoquninoe Synthesis
« on: April 29, 2011, 10:24:32 AM »
Hey

I'm in the middle of preparing methyl naphthoquinone starting from Toluene + succinic anhydride to follow "Haworth Reaction". The question is could I ignore the reduction step and still believe that ring closure will happened  while I have deactivation to electrophilic attack thanks to the electron withdrawal group.

Please help me, I think I lost my way.

Offline SirRoderick

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Re: Naphthoquninoe Synthesis
« Reply #1 on: April 29, 2011, 10:32:52 AM »
I don't think I understand why you think you can just skip the reduction.

Offline Chimie

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Re: Naphthoquninoe Synthesis
« Reply #2 on: April 29, 2011, 10:54:34 AM »
if I did so, what will happen?

Offline free_radical

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Re: Naphthoquninoe Synthesis
« Reply #3 on: April 30, 2011, 12:12:28 AM »
The second Friedel-Crafts will not occur in the ortho position if you skip the reduction because the keto group is a meta director.

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