4-Bromo-2-fluorophenol → 5-Amino-2-fluorophenol

HRID 658456Notes

Reaction equation

HRID 658456 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.[NH2:10]C1C=C(O)C=CC=1F>>[NH2:10][C:7]1[CH:6]=[C:5]([OH:8])[C:4]([F:9])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 27249814-Bromo-2-fluorophenolHCID 135191803-Amino-4-fluorophenol

Product 1

HCID 226414135-Amino-2-fluorophenolYield 86%

Procedure

This compound was prepared from 4-bromo-2-fluorophenol (3.0 g, 15.71 mmol) in the manner described for 3-amino-4-fluorophenol, affording 1.79 g (86%) of 3-amino-6-fluorophenol. 1H-NMR (DMSO-d6) δ 10.42 (s, 1H), 9.69 (br s, 2H), 7.22 (dd, J=8.4, 6.6 Hz, 1H), 6.93 (dd, J=5.7, 2.1 Hz, 1H), 6.74 to 6.99 (m, 1H).

Sources & evidence

ORD record
ord-0a060ac099634d6e8f6dfe7ee32c9dd8
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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