HCID 58128589, compound → 68535-50-2
Reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH:19]=[CH:18][N:17]=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(OCC)(=O)C.C(O)C.[OH-].[Pd+2].[OH-]>[N:15]1([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[CH:19]=[CH:18][N:17]=[N:16]1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
1-[4-(benzyloxy)phenyl]-1H-1,2,3-triazole (200 mg, 0.8 mmol) was dissolved in 1.6 mL of a mixture of ethyl acetate and ethanol (1:1). The solution was degassed and purged with nitrogen. Palladium hydroxide (20% w/w on carbon, 55.9 mg, 0.08 mmol) was added and the reaction was degassed and purged with hydrogen three times. The hydrogenation was continued at room temperature under a hydrogen balloon overnight. The catalyst was removed by filtration through a plug of silica gel, which was washed thoroughly with acetone. Concentration afforded the product as white solid. LRMS calc: 161.1; obs: 162.2 (M+1).
Workup
- customThe solution was degassed
- custompurged with nitrogen
- customthe reaction was degassed
- custompurged with hydrogen three times
- customwas continued at room temperature under a hydrogen
- customballoon overnight
- customThe catalyst was removed by filtration through a plug of silica gel, which
- washwas washed thoroughly with acetone
- concentrationConcentration
Sources & evidence
- ORD record
- ord-d73caf9e209b4ce6b64dc5b831c58ef5
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08343990B2
Reaction notes
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