Réaction #5647

Équation de réaction

diester

4-(2-methoxy-4-benzyloxyphenyl)pyridine-2,6-dicarboxylic acid dimethyl ester

→

phenol

Rendement 89.0%

4-(2-methoxy-4-hydroxyphenyl)pyridine 2,6-dicarboxylic acid dimethyl ester

Rendement 89.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   AutreThe container for the resulting suspension was evacuated
2. 2
   workup.ADDITIONfilled with H2 (repeated three times)
3. 3
   workup.ADDITIONfilled rubber bladder for 60 hours with very rapid stirring
4. 4
   FiltrationThe mixture was then filtered
5. 5
   Autreto remove catalyst
6. 6
   Autrethe solvent was removed from the filtrate by rotary evaporation
7. 7
   AutreThe resulting oil was dried in vacuo

Mode opératoire

To a solution of 7 g (0.174 mole) of the diester 23 in 200 ml of ethanol was added 1.0 g of 10% Pd/C. The container for the resulting suspension was evacuated and filled with H2 (repeated three times) and kept under a positive atomosphere by means of a hydrogen-filled rubber bladder for 60 hours with very rapid stirring. The mixture was then filtered to remove catalyst and the solvent was removed from the filtrate by rotary evaporation. The resulting oil was dried in vacuo yielding after several hours (4.9 g) 89% of the desired phenol 24 as a solid.

Source