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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384294Generated: October 30, 2026

5'-Fluoro-2'-methoxy-3'-nitro-[1,1'-biphenyl]-3-carboxylic acid → 3'-Nitro-5'-fluoro-2'-hydroxy-biphenyl-3-carboxylic acid

https://huagongshe.com/reaction/384294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5'-Fluoro-2'-methoxy-3'-nitro-[1,1'-biphenyl]-3-carboxylic acidHCID 57483792—
SolventHydrogen BromideHCID 260—
Product3'-Nitro-5'-fluoro-2'-hydroxy-biphenyl-3-carboxylic acidHCID 5748379485.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

5′-Fluoro-2′-methoxy-3′-nitro-biphenyl-3-carboxylic acid 2d (2.91 g, 10.0 mmol) was dissolved in 10 mL of hydrobromic acid (40%). The reaction mixture was heated to reflux at 120° C. overnight. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography to obtain the title compound 3′-nitro-5′-fluoro-2′-hydroxy-biphenyl-3-carboxylic acid 2e (2.38 g, yield 85.7%) as a yellow solid, which was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367710B2
Source datasetuspto-grants-2013_02
ORD IDord-fa09653faeb74048bb60b721d49a35d7
Source noteuspto-grants-2013_02