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Author: Subject: 3,4 dimethoxyphenylacetonitrile to 3,4 dimethoxyphenylacetic acid ?????
fresher_007
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[*] posted on 4-2-2010 at 04:04
3,4 dimethoxyphenylacetonitrile to 3,4 dimethoxyphenylacetic acid ?????


hi guys......

can anybody sugest me the perfect route to transfer 3,4 dimethoxyphenylacetonitrile to 3,4 dimethoxyphenylaceticacid..... :(
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Barium
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[*] posted on 4-2-2010 at 08:07


Heat it with 2 eq NaOH as a 10% aqueous solution at 80-90 deg C until all nitrile has passed into solution. Then it is just a matter of cooling and washing the aqueous phase with some non-polar solvent, acidify the aqueous phase to liberate the 3,4-dimethoxyphenylacetic acid and isolate it by filtration. Use really good stirring during hydrolysis.

[Edited on 4-2-2010 by Barium]

[Edited on 4-2-2010 by Barium]
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medchem
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[*] posted on 4-2-2010 at 17:16


Stir 3,4-Dimethoxy-phenylacetonitrile with conc HCl, the temperature being kept
below 40 degree. After about 3 hours, when the nitrile is dissolved, raise the temperature to 50 degree for 2 more hours. After that add Water and reflux with stirring and you will see solution as turbid with separation of oil which on cooling to 0 degree solidifies. Filter the solid to get your expected compound.
You can try recrystallization if necessary.

Check out the following paper for the ratio of reagents to be used.
<strong>Journal of Organic Chemistry, 15, 548-51; 1950</strong>

Good luck




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fresher_007
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[*] posted on 4-2-2010 at 21:34


thank u very much........

i will conduct the experiment and give u feed back........
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