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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772874Generated: November 1, 2026

Hydrochloric Acid → 3-Chloro-5-fluoro-4-(hydroxymethyl)phenol

https://huagongshe.com/reaction/1772874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
ReactantPotassium HydroxideHCID 14797—
Reactant3-Chloro-5-fluorophenolHCID 2773713—
SolventWaterHCID 962—
Product3-Chloro-5-fluoro-4-(hydroxymethyl)phenolHCID 2222000939.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

3-Chloro-5-fluorophenol (703 mg, 4.8 mmol) was added to a solution of potassium hydroxide (297 mg, 5.3 mmol) in H2O (1.45 mL) and heated at 60° C. Formaldehyde (37 wt % in H2O, 0.74 mL, 9.12 mmol) in H2O (1.45 mL) was added dropwise and the reaction mixture left to stir at 40° C. overnight. The reaction mixture was cooled to rt and conc. HCl (approximately 6 mL) was added. The resultant precipitate was filtered, washed with H2O and dried to yield the title compound as a cream solid (334 mg, 1.89 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249160B2
Source datasetuspto-grants-2016_02
ORD IDord-62ff4e8eb3c94d62b31885e78badbe38
Source noteuspto-grants-2016_02