HCID 20496709, compound → HCID 20496693, compound
Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:6][CH:5]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:8][CH:9]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution was prepared from 8.5 g of 6-(4-nitrophenyl)hexanol and 150 ml of ethanol and 0.42 g of 10% Pd/C catalyst was added. The resulting mixture was shaken under hydrogen (2.7-3.3 atmospheres) at room temperature for 2 hours. The catalyst was then removed by filtration and the solvent was evaporated from the filtrate to leave a crude tan solid. The solid was recrystallized from ethyl acetate/hexane to give 6-(4-aminophenyl)hexanol.
Workup
- additionwas added
- customThe catalyst was then removed by filtration
- customthe solvent was evaporated from the filtrate
- customto leave a crude tan solid
- customThe solid was recrystallized from ethyl acetate/hexane
Sources & evidence
- ORD record
- ord-d313ee34a0984847b93b397f148dec61
- Source dataset
- uspto-grants-1983_07
- Patent number
- US04391818
Reaction notes
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