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Topic: Chemical Synthesis- need help  (Read 3914 times)

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Offline lina12021

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Chemical Synthesis- need help
« on: August 15, 2013, 06:08:09 AM »
How to synthesize 2-(Benzyloxy)cyclohexylamine from cyclohexene? (in 6 steps)

Offline discodermolide

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Re: Chemical Synthesis- need help
« Reply #1 on: August 15, 2013, 06:10:09 AM »
Have you got any ideas that you can share with us?
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Offline Dan

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Re: Chemical Synthesis- need help
« Reply #2 on: August 15, 2013, 06:56:24 AM »
How to synthesize 2-(Benzyloxy)cyclohexylamine from cyclohexene? (in 6 steps)

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Offline orgopete

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Re: Chemical Synthesis- need help
« Reply #3 on: August 16, 2013, 10:41:22 AM »
An epoxide intermediate?
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Offline lina12021

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Re: Chemical Synthesis- need help
« Reply #4 on: August 20, 2013, 11:26:34 AM »
.

Offline lina12021

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Re: Chemical Synthesis- need help
« Reply #5 on: August 20, 2013, 11:26:53 AM »
I've tried something.It is only idea, probably wrong. But anyway,I need one more step. 

Offline discodermolide

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Re: Chemical Synthesis- need help
« Reply #6 on: August 20, 2013, 12:46:56 PM »
Try starting off by making an epoxide and see where you can go from there.
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Offline lina12021

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Re: Chemical Synthesis- need help
« Reply #7 on: August 20, 2013, 01:06:45 PM »
cyclohexane-1,2-diol...or halogencyclohexanol...and no idea about the next step

Offline AlphaScent

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Re: Chemical Synthesis- need help
« Reply #8 on: August 20, 2013, 01:51:35 PM »
you would not get the diol unless you hydrolyzed it.  Do you know the reactivity of epoxides?  What about an alkoxide?
Reductive amination? 
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Offline discodermolide

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Re: Chemical Synthesis- need help
« Reply #9 on: August 20, 2013, 06:19:56 PM »
cyclohexane-1,2-diol...or halogencyclohexanol...and no idea about the next step


Think now about opening the epoxide ring, what nucleophiles could you use?
http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch16reactionsepoxides.html
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