1. MeOH/MeONa
forms methylester and free alcohol.
2. KOH/MeOH water
free acid and free alcohol.
Showing posts with label hydrolysis. Show all posts
Showing posts with label hydrolysis. Show all posts
Thursday, July 10, 2008
Thursday, June 26, 2008
Nitrile to acid
hydrolysis of nitrile is very sensitive to the hinderance around the nitrile.
1. KOH in MeOH/water.
140C
2. KOH in ethylene glycol. or diethylene glycol.
200C or 250C.
3. KOH/H2O2/water/EtOH
100C, more reactive toward hindered nitrile.
4. HCl or H2SO4 in water or MeOH
strong acid needed. not compatible with ether, alkene.
5. DIBAlH then oxidation.
6. o-phthalic anhydride.
7. Microwave/ phthalic acid.
8. reductive removal of the nitrile by LidBB or LN, then trap the anion by CO2.
1. KOH in MeOH/water.
140C
2. KOH in ethylene glycol. or diethylene glycol.
200C or 250C.
3. KOH/H2O2/water/EtOH
100C, more reactive toward hindered nitrile.
4. HCl or H2SO4 in water or MeOH
strong acid needed. not compatible with ether, alkene.
5. DIBAlH then oxidation.
6. o-phthalic anhydride.
7. Microwave/ phthalic acid.
8. reductive removal of the nitrile by LidBB or LN, then trap the anion by CO2.
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