Ethyl [4-(Benzyloxy)phenoxy]acetate → Ethyl 2-(4-hydroxyphenoxy)acetate
Reaction equation
C([O:8][C:9]1[CH:21]=[CH:20][C:12]([O:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1>O1CCCC1.[C].[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:20][CH:21]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Ethy 4-benzyloxyphenoxyacetate (21.78 g) was hydrogenated using 7.5% palladium carbon (3.2 g) in tetrahydrofuran (220 ml) at 3 atm over 7 hours. After completion of the reaction, the reaction mixture was filtered through celite, and the solvent was evaporated. The obtained solid was filtrated with diisopropyl ether and dried under reduced pressure to give the title compound (13.88 g) as a white solid.
Workup
- customover 7 hours
- customAfter completion of the reaction
- filtrationthe reaction mixture was filtered through celite
- customthe solvent was evaporated
- filtrationThe obtained solid was filtrated with diisopropyl ether
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-390a83ce644c42a3870cb720e20bb370
- Source dataset
- uspto-grants-2003_05
- Patent number
- US06562828B1
Reaction notes
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