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Topic: Multistep synthesis  (Read 4684 times)

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Offline Dolphinsiu

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Multistep synthesis
« on: May 21, 2007, 01:20:34 PM »


How can I synthesize the above product?

Does adding 1. KCN + H3O+ 2. Phenol work?
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Offline sjb

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Re: Multistep synthesis
« Reply #1 on: May 21, 2007, 01:43:23 PM »
Try counting the carbons after your first step ;)

S
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Offline refid

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Re: Multistep synthesis
« Reply #2 on: May 21, 2007, 07:05:57 PM »
I would oxidize the benzyl alcohol to carboxylic acid (KMnO4 KOH,H2O) then transesterification (phenol)
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Offline bluemonster

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Re: Multistep synthesis
« Reply #3 on: May 22, 2007, 03:45:21 AM »
+ I think you should change carboxylic acid to acylchloride by adding SOCl2 or PCl3, PCl5 ..., before react with phenol. This way has the higher yield, but not cheap !
+ In other way, you would reactivity phenol to phenolate (PhONa) before it react with carboxylic acid !

best regard !
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Offline refid

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Re: Multistep synthesis
« Reply #4 on: May 22, 2007, 11:29:03 AM »
^ He's right, it slipped my mind that its at the carboxlyic acid bad LG, you should convert to acyl chloride



edit: sp
« Last Edit: May 22, 2007, 12:10:32 PM by refid »
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Offline Dolphinsiu

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Re: Multistep synthesis
« Reply #5 on: May 28, 2007, 02:35:11 AM »
Thank you, everybody!
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