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Topic: Synthesis of 2-Bromo-1-PhenylEthanol  (Read 17838 times)

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Offline AWK

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Re: Synthesis of 2-Bromo-1-PhenylEthanol
« Reply #15 on: January 31, 2008, 06:12:11 AM »
May be a reaction of styrene oxide with urea also will work.
AWK

Offline adam

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Re: Synthesis of 2-Bromo-1-PhenylEthanol
« Reply #16 on: January 31, 2008, 10:51:53 AM »
To run the epoxidation in a stereoespecific manner, I think Sharpless epoxidation doesn' t work well for styrene, to obtain high yield and good enantioselectivity an homoalillyc alcohol is needed for this kind of asymmetric epoxidation. 
A better option is to run a hydrolytic kinetic resolution of the terminal racemic epoxide catalyzed but chiral salen Co complexe, the yield must be less than 50% but the ee should be around 99%.
The styrene oxide is commercial available and "cheap".

Another way to obtain this compound in an enantioselective manner is performing the asymmetric reduction of the corresponding alfa bromo ketone, using a chiral boron reagent such as an oxazaborolidine developed by Corey.

Sorry for my poor english and the ortographically mistakes!!

Offline thorium

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Re: Synthesis of 2-Bromo-1-PhenylEthanol
« Reply #17 on: January 31, 2008, 06:05:51 PM »
How is an SN2 reaction made can someone explain it please,

Offline agrobert

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Re: Synthesis of 2-Bromo-1-PhenylEthanol
« Reply #18 on: January 31, 2008, 07:00:42 PM »
How is an SN2 reaction made can someone explain it please,

You should do a web search to learn about SN2 reactions.  Or try searching the forums.
In the realm of scientific observation, luck is only granted to those who are prepared. -Louis Pasteur

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