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Topic: Letts Nitrile Synthesis  (Read 7088 times)

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chloral

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Letts Nitrile Synthesis
« on: April 12, 2005, 08:41:15 AM »
Can anybody give me some practical information on the letts nitrile synthesis ?

According to the Merck index:- Formation of nitriles by heating aromatic carboxylic acids with metal thiocyanates.

http://themerckindex.cambridgesoft.com/TheMerckIndex/NameReactions/ONR233.htm

Does this mean that Phenacetonitrile (benzyl cyanide) can be made by heating potassium thiocyanate with benzoic acid ?

What would the by-products be ?
« Last Edit: April 12, 2005, 08:45:02 AM by chloral »

Offline AWK

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Re:Letts Nitrile Synthesis
« Reply #1 on: April 12, 2005, 09:03:36 AM »
In this case you will obtain mixture od nitrile and amide.

Letts E.A. Ber 5 669 (1872)
Mowry D.T. Chem. Rev. 42 264 (1948)
AWK

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Re:Letts Nitrile Synthesis
« Reply #2 on: April 12, 2005, 01:56:49 PM »
You could convert the remaining amide to the nitrile by using a dehydrating agent like SOCl2.

The Letts reaction looks very interesting.  I had never seen it before.

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