Methanol → β,β-Dimethylbenzenepropanamine
Reaction equation
[CH3:1][C:2]([CH3:14])([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:3][N:4]=[N+]=[N-].CO.[H][H]>[Pd].O1CCCC1>[C:8]1([CH2:7][C:2]([CH3:14])([CH3:1])[CH2:3][NH2:4])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2,2-dimethyl-3-phenyl-1-azidopropane (3 gm), 10% Pd-C, methanol (60 mL) and tetrahydrofuran (15 mL) was stirred under 1 atmosphere of hydrogen at rt for 18 h. The mixture was filtered and concentrated to give the title compound as an oil, MS (m/z): 164.1 (M+H)+; C11H17N requir. 163.1.
Workup
- filtrationThe mixture was filtered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-7c7c37ab25c94c708f6b761904902be5
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06174901B1
Reaction notes
Loading…