Re: ORGLIST: Alkylation with Ph-Et-Br

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From: Sachin Chaphekar (purvi_chaphekar$##$yahoo.com)
Date: Sat Nov 25 2006 - 07:25:10 EST

Dear Kamal, Did you try K2CO3 in acetone and preferably in presence of a PTC? K2CO3 works very well in acetone. You will have to use excess (2-2.5 moles) since there is a -COOH gr. as well. Otherwise, try pyridine as an HBr scavenger, N,N'-diethylaniline also works equally well. alkoxides are pretty strong and you will get messy substances. I don't think its a too difficult a reaction. In some of cases I have got excellent results simply by refluxing the halide and substrate in either dichloromethane or ethyl acetate or even THF. Good luck, Sachin ----- Original Message ---- From: Kamal Morendha <mailbox$##$prolificint.com> To: everybody$##$orglist.net Sent: Wednesday, November 22, 2006 4:57:14 PM Subject: ORGLIST: Alkylation with Ph-Et-Br Hi ! I'm doing one alkylation reaction involving N-Ethoxycarbonylmethyl-L-Valine & 2-Phenylethyl Bromide as under : EtOOC-CH2-NHCH-CH(CH3)2-COOH + 2-PhCH2CH2Br -------> EtOOC-CH(CH2CH2Ph)-NHCH-CH(CH3)2-COOH I tried using K2CO3 in diff. solvents, Na-EtOH, but could not get the conversion at all. May I get some suggetions for this Alkylation ? Thanks, Kamal --------------------------------------------------------------------------------------------- "If you don't have hope, you'll not get what is beyond your hope." It has been notified to the sender that you have read this message. _______________________________________________ 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 ____________________________________________________________________________________ Yahoo! Music Unlimited Access over 1 million songs. http://music.yahoo.com/unlimited


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