3-(4-Azidomethyl-2-methyl-phenyl)-propionic Acid Methyl Ester → 3-(4-Aminomethyl-2-methyl-phenyl)-propionic Acid Methyl Ester
Reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][N:13]=[N+]=[N-])=[CH:8][C:7]=1[CH3:16].[H][H]>CCO.[Pd]>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][NH2:13])=[CH:8][C:7]=1[CH3:16]Participants
5
Procedure
A mixture of 3-(4-Azidomethyl-2-methyl-phenyl)-propionic acid methyl ester (0.20 g, 0.86 mmol) and 5% Pd/C (32 mg) in EtOH (50 mL) is exposed to a hydrogen atmosphere (60 psi) at RT overnight. Upon filtering the mixture through Celite, the filtrate is concentrated to yield the title compound (0.14 g, 78%). The material is used without further purification.
Workup
- filtrationUpon filtering the mixture through Celite
- concentrationthe filtrate is concentrated
Sources & evidence
- ORD record
- ord-e318e750be344ba3b4926b8dbec0027e
- Source dataset
- uspto-grants-2006_12
- Patent number
- US07153878B2
Reaction notes
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