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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1807776Generated: October 30, 2026

4-Hydroxybenzoic Acid → HCID 86638568, compound

https://huagongshe.com/reaction/1807776

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
ReactantTriethylamineHCID 8471—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant1,1,1,3,3,3-Hexafluoro-2-(4-(piperazin-1-ylmethyl)phenyl)propan-2-olHCID 86638566—
SolventDichloromethaneHCID 6344—
ProductHCID 86638568HCID 866385689.5%

Reaction Steps

4-Hydroxybenzoic acid (2.045 mmol, 0.282 g), 1,1,1,3,3,3-hexafluoro-2-(4-(piperazin-1-ylmethyl)phenyl)propan-2-ol (2.045 mmol, 0.7 g) and triethylamine (6.14 mmol, 0.853 mL, 0.621 g) were combined and stirred at room temperature in dichloromethane (5 mL). 1-Propanephosphonic acid cyclic anhydride (3.07 mmol, 1.826 mL, 1.952 g; 50% solution in ethyl acetate) was added and the reaction stirred for 2 hours. The reaction mixture was washed with saturated sodium bicarbonate solution and the organic layer dried over magnesium sulphate and concentrated under vacuum. The residue was dissolved in dichloromethane with a few drops of methanol and purified by column chromatography (dichloromethane—6% methanol in dichloromethane) to afford the title compound (90 mg). MS (ESI) m/z 463.0 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08357679B2
Source datasetuspto-grants-2013_01
ORD IDord-1e37f71bf7a14fbe9d4f72e059cd3e30
Source noteuspto-grants-2013_01