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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438134Generated: November 3, 2026

Citric Acid → 4-Fluoro-5-iodo-2-methoxyphenol

https://huagongshe.com/reaction/1438134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 59838025HCID 59838025—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-Fluoro-5-iodo-2-methoxyphenolHCID 59838002100%

Reaction Steps

To a solution of 64B (680 mg, 2.19 mmol) in THF (3.0 mL) and MeOH (1.0 mL) was added 1.0 N NaOH (2.74 mL, 2.74 mmol). The reaction was stirred at rt for 2.0 h before it was acidified by addition of 5% citric acid. The mixture was extracted with EtOAc, washed with brine and dried over Na2SO4. After evaporation of the solvent, 64C (586 mg, 100% yield) was obtained as a solid and used for next step without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 3.85 (s, 3H) 6.62 (d, J=8.79 Hz, 1H) 7.21 (d, J=6.15 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622585B2
Source datasetuspto-grants-2009_11
ORD IDord-79e9f5ccd88e4338a7588162735ddf5c
Source noteuspto-grants-2009_11