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

HRID 658449Notes

Reaction equation

HRID 658449 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[OH:11].NC1C=CC(O)=CC=1F>>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([OH:11])=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 98252-Fluoro-4-nitrophenolHCID 27359194-Amino-3-fluorophenol

Product 1

HCID 2735918Phenol, 4-amino-2-fluoro-Yield 98%

Procedure

This compound was prepared from 2-fluoro-4-nitrophenol (2.0 g, 12.7 mmol) in is the manner described for 4-amino-3-fluorophenol, affording 1.58 g (98%) of 4-amino-2-fluorophenol as a tan solid. 1H-NMR (DMSO-d6) □ 8.53 (s, 1H), 6.59 (dd, J=10.2, 8.5 Hz, 1H), 6.31 (dd, J=13.1, 2.8, Hz, 1H), 6.20 to 6.14 (m, 1H), 4.66 (s, 2H).

Sources & evidence

ORD record
ord-0b46edb943144495ad7bd0f505dbeb5e
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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