2-Fluoro-1-(2-methoxyethoxy)-4-nitrobenzene → 3-Fluoro-4-(2-methoxyethoxy)aniline
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][O:14][CH3:15]>C(O)C.[H][H].[Pd]>[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][O:14][CH3:15])[NH2:8]Participants
5
Procedure
To a stirred solution of 2-fluoro-1-(2-methoxyethoxy)-4-nitrobenzene (2.5 g, 11.62 mmol, 1.0 eq.) in ethanol (20 mL) was added 10% Pd/C (500 mg) and stirred in hydrogen gas atmosphere for 16 h at RT. The catalyst was filtered over a celite pad and the filtrate was concentrated to get 3-fluoro-4-(2-methoxyethoxy)aniline (2.0 g, 93.9%; TLC system: EtOAc/PE (3:7), Rf: 0.3).
Workup
- filtrationThe catalyst was filtered over a celite pad
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-d02065bbbe7c40c7b9b4e404f671572b
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08946204B2
Reaction notes
Loading…