2-Fluoro-4-nitrophenol → Phenol, 4-amino-2-fluoro-

HRID 1986065Notes

Reaction equation

HRID 1986065 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

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

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-87a157749732412e96cf9088a46e6fd6
Source dataset
uspto-grants-2009_06
Patent number
US07547782B2

Reaction notes

Loading…