fresher_007 - 4-2-2010 at 04:04
hi guys......
can anybody sugest me the perfect route to transfer 3,4 dimethoxyphenylacetonitrile to 3,4 dimethoxyphenylaceticacid..... 
Barium - 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]
medchem - 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
fresher_007 - 4-2-2010 at 21:34
thank u very much........
i will conduct the experiment and give u feed back........