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diethylamino trimethylsilane (DEATMS)
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Topic: diethylamino trimethylsilane (DEATMS) (Read 3556 times)
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AlphaScent
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diethylamino trimethylsilane (DEATMS)
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on:
June 02, 2014, 02:35:18 PM »
This is a base that is used in a reaction procedure I am trying. It is used in the Michael reaction step of a Robinson annulation.
The paper mentions that diethylamine can be used. Does not say how well it works, however.
If one had chlorotrimethylsilane and diethyl amine; couldnt you just make it?
I would say in a polar aprotic solvent such as ether. Add the nucleophile to the electrophile at 0 degrees.
What do you think?
Google was not much help for the synthesis of diethylamino trimethylsilane
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discodermolide
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Re: diethylamino trimethylsilane (DEATMS)
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Reply #1 on:
June 02, 2014, 02:39:02 PM »
Sure you can make it. You need a base for the HCl.
Try 2,6-lutidine in THF, 2,6-lutidine HCl is almost insoluble in THF.
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AlphaScent
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Re: diethylamino trimethylsilane (DEATMS)
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Reply #2 on:
June 02, 2014, 03:06:18 PM »
Of course you do. Would pyridine work?? I dont know if we have lutadine.
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discodermolide
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Re: diethylamino trimethylsilane (DEATMS)
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Reply #3 on:
June 02, 2014, 03:15:12 PM »
Yes pyridine will work.
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AlphaScent
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Re: diethylamino trimethylsilane (DEATMS)
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Reply #4 on:
June 02, 2014, 03:20:00 PM »
Just need a scavenger. I should have originally put that. Thank you for reminding me Disco.
I found some 2,6-lutidine actually. I knew I had seen it and sure enough there it was.
I will try the lutidine.
Thanks again!!
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orgopete
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Re: diethylamino trimethylsilane (DEATMS)
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Reply #5 on:
June 03, 2014, 12:09:24 AM »
Is probably just use two eq of diethylamine in ether and filter off the hydrochloride.
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