4-Amino-3-fluorophenol → 3-Amino-4-fluorophenol

HRID 658455Notes

Reaction equation

HRID 658455 reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[OH:12].NC1C=CC(O)=CC=1F>>[NH2:9][C:5]1[CH:4]=[C:3]([OH:12])[CH:2]=[CH:7][C:6]=1[F:8]

Participants

3

Reactant 2

HCID 27359194-Amino-3-fluorophenolHCID 132681792-Bromo-4-fluoro-5-nitrophenol

Product 1

HCID 135191803-Amino-4-fluorophenol

Procedure

This compound was prepared from 2-bromo-4-fluoro-5-nitrophenol (3.1 g, 13.1 mmol) in the manner described for 4-amino-3-fluorophenol, affording quantitative yield of crude 3-amino-4-fluorophenol which was used without further purification. 1H-NMR (DMSO-d6) δ 8.60 (br s, 2H), 7.12 (dd, J=7.8, 6.6 Hz, 1H), 6.82 (dd, J=5.1, 1.5 Hz, 1H), 6.55 to 6.61 (m, 1H).

Sources & evidence

ORD record
ord-aa2e7d35b27746a4ba2f31593a4e59fe
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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