2,4-Difluoro-5-nitrophenol → 2-Bromo-4-fluoro-3-nitrophenol

HRID 658454Notes

Reaction equation

HRID 658454 reaction equation
C([C:3]1[C:4]([Br:14])=[C:5]([CH:10]=[CH:11][C:12]=1[F:13])[O:6]C([O-])=O)C.FC1C=C(F)C([N+:23]([O-:25])=[O:24])=CC=1O>>[Br:14][C:4]1[C:3]([N+:23]([O-:25])=[O:24])=[C:12]([F:13])[CH:11]=[CH:10][C:5]=1[OH:6]

Participants

3

Reactant 2

HCID 109210242,4-Difluoro-5-nitrophenolHCID 131729328Ethyl-2-bromo-4-fluorophenoxycarboxlate

Product 1

HCID 539238812-Bromo-4-fluoro-3-nitrophenolYield 87.5%

Procedure

This compound was prepared from ethyl-2-bromo-4-fluorophenoxycarboxlate (4.0 g, 15.2 mmol) in the manner described for 2,4-difluoro-5-nitrophenol, affording 3.14 g (87.5%) of 2-bromo-4-fluoro-3-nitrophenol as a yellow solid. 1H-NMR (DMSO-d6) δ 11.19 (s, 1H), 7.89 (d, J=8.4 Hz, 1H), 7.57 (d, J=5.1 Hz, 1H).

Sources & evidence

ORD record
ord-c0599f1286d145eab4c0420358451e7e
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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