2-Fluoro-4-nitrophenol → Phenol, 4-amino-2-fluoro-
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[OH:11]>CO.[Pt]=O>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[OH:11]Participants
4
Reagents, catalysts & solvents 2
Procedure
A mixture of platinum oxide (0.010 g) and 2-fluoro-4-nitrophenol (Aldrich, 1.24 g, 7.78 mmol, 1.0 eq) in MeOH (100 mL) was stirred under a H2 atmosphere at 50 psi at room temperature. The reaction mixture was filtered through Celite® and the filtrate concentrated in vacuo to afford the desired compound (1.00 g, 100%), as a solid which was used without further purification. 1H NMR (DMSO-d6) δ 8.57 (s, 1H), 6.46-6.47 (m, 1H), 6.33-6.46 (m, 1H), 6.19-6.21 (m, 1H), 4.79 (s, 2H);
Workup
- filtrationThe reaction mixture was filtered through Celite®
- concentrationthe filtrate concentrated in vacuo
Sources & evidence
- ORD record
- ord-87a157749732412e96cf9088a46e6fd6
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07547782B2
Reaction notes
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