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Topic: reductions of oximes  (Read 15233 times)

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Offline Archer

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Re: reductions of oximes
« Reply #15 on: September 23, 2013, 09:13:48 AM »

I haven't done a Beckmann rearrangement before

This isn't a Beckmann rearrangement


the oxime will maybe undergo hydrolysis to the parent ketone and is why reductions to amines cannot be done in a strong acid medium ? is this correct


Yes that is correct. The hydrolysis will be a competing reaction so you will have a mixture of products. Some oximes are quite stable to hydrolysis but strong aqueous acid will hydrolyse oximes.


Hi everyone can someone tell me why there is over 500 views on my post more than any other post in the organic forum but no one wants to reply strange to me ,but maybe it is to simple of a topic and maybe should have been posted it in beginnings forum.
There appears that there is very few replies to anyones posts in all forums ,i would of thought this contradicts what this forum stands for.
The first thing you read when you sign up is feel free to post questions and we will get back a reply as soon as possible


Some of what you have written will have sounded alarm bells with some members. You are looking for a synthetic route for a chemical which is commercially available but has limited availability to you without any real explanation as to why.

Please don't take this the wrong way but some of my colleagues may be suspicious of your intented use for this substance.

Also the preparation of small water soluble molecules such as this on a bench scale is not trivial, on paper the reaction looks simple enough but the work up is going to cause you difficulties without specialist equipment which others on this forum may not be familiar with. In this case it shouldn't come as a surprise that members are not familiar with the synthesis of isopropylamine as it is a commercially available substance.

If you wanted a protocol to synthesise a much larger molecule then I am sure you would not have any problems. For example, if you wanted an N-substituted benzylamine then you would have members offering you all sorts of primary literature to help you.

The only reason I have been able to proffer any guidance is because I have previously failed in attempts to synthesise and recover low MW amines from ketones / aldehydes.
“ I love him. He's hops. He's barley. He's protein. He's a meal. ”

Denis Leary.

Offline electic

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Re: reductions of oximes
« Reply #16 on: October 01, 2013, 04:43:31 AM »
Hi archer

Thank you for your reply

I no what you mean when you said some members it would ring alarm bells ,and i do understand that the formation and reductions of oximes can be used in the preparation of some elicit substances ,but i am only interested in the different reactions of functional groups and not limited to reductions.further more i no what some of these nasty substances do to people including wrecking there lives at the expense of some greedy drug manufactures not to mention what they do to the environment.
After 51 years i have learnt there is only one way to make money and that is to work for it ,that is why i get out of bed everyday and drive 200 klm to the coal mine that i work at as an auto electrican


regards electic

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