ORGLIST: RE: Everybody Digest, Vol 2, Issue 148

Abhilash

 I think you may try to get the 2-cyanobenzodibromide by dibromination and further treat the bromide in aq DMO (stirr at 45 o C for one hr) to get the corr aldehyde. This will not affect the cyano functionality. Dibrmide to aldehyde would be reported by 'treatment with aq silver nitrate' but the simple aq DMSO treatment works well to give 100% yield.

Cheers

PLP

>From: everybody-request@orglist.net >Reply-To: everybody@orglist.net >To: everybody@orglist.net >Subject: Everybody Digest, Vol 2, Issue 148 >Date: Wed, 17 Nov 2004 12:03:27 -0500 (EST) >MIME-Version: 1.0 >Received: from mc1-f42.hotmail.com ([64.4.50.49]) by mc1-s15.hotmail.com with Microsoft SMTPSVC(5.0.2195.6824); Wed, 17 Nov 2004 10:05:21 -0800 >Received: from two.pairlist.net ([216.92.1.93]) by mc1-f42.hotmail.com with Microsoft SMTPSVC(5.0.2195.6713); Wed, 17 Nov 2004 09:04:56 -0800 >Received: from two.pairlist.net (localhost.pair.com [127.0.0.1])by two.pairlist.net (Postfix) with ESMTPid 564A42511C; Wed, 17 Nov 2004 12:03:27 -0500 (EST) >X-Message-Info: TSNaxu8CDof9ai2H+YdZuc3cs9fkSb40zttILkIi8a0= >X-BeenThere: everybody@orglist.net >X-Mailman-Version: 2.1.5 >Precedence: list >List-Id: ORGLIST - The International Mailing List of Organic Chemistry<everybody.orglist.net> >List-Unsubscribe: <http://two.pairlist.net/mailman/listinfo/everybody>,<mailto:everybody-request@orglist.net?subject=unsubscribe> >List-Archive: </pipermail> >List-Post: <mailto:everybody@orglist.net> >List-Help: <mailto:everybody-request@orglist.net?subject=help> >List-Subscribe: <http://two.pairlist.net/mailman/listinfo/everybody>,<mailto:everybody-request@orglist.net?subject=subscribe> >Errors-To: everybody-bounces@orglist.net >Return-Path: everybody-bounces@orglist.net >X-OriginalArrivalTime: 17 Nov 2004 17:04:56.0622 (UTC) FILETIME=[906394E0:01C4CCC7] > >Send Everybody mailing list submissions to > everybody@orglist.net > >To subscribe or unsubscribe via the World Wide Web, visit > http://two.pairlist.net/mailman/listinfo/everybody >or, via email, send a message with subject or body 'help' to > everybody-request@orglist.net > >You can reach the person managing the list at > everybody-owner@orglist.net > >When replying, please edit your Subject line so it is more specific >than "Re: Contents of Everybody digest..." > > >Today's Topics: > > 1. selenium doixide oxidation (abhilash@iitk.ac.in) > > >---------------------------------------------------------------------- > >Message: 1 >Date: Wed, 17 Nov 2004 17:08:42 +0530 (IST) >From: abhilash@iitk.ac.in >Subject: ORGLIST: selenium doixide oxidation >To: everybody@orglist.net >Message-ID: > <2428.172.28.56.73.1100691522.squirrel@nwebmail.iitk.ac.in> >Content-Type: text/plain;charset=iso-8859-1 > >Dear all , >I wish to oxidise 2-methylcyanobenzene to 2-cyanobenzaldehyde . I >think,if i use selenium dioxide for this , there would not be any problem >in this oxidation, due to cyano- group. >I would like to have suggestions regarding this or any other worthwhile >method , but with good yield. >with regards, >Abhilash > > >------------------------------ > >_______________________________________________ >ORGLIST - Organic Chemistry Mailing List >Website / Archive / FAQ: http://www.orglist.net >To post a message (TO EVERYBODY) send to everybody@orglist.net >To unsubscribe, send to everybody-request@orglist.net the message: unsubscribe your_orglist_password your_address >List coordinator: Joao Aires de Sousa (coordinator@orglist.net) > >End of Everybody Digest, Vol 2, Issue 148 >*****************************************