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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698419Generated: October 31, 2026

2-Hydroxy-4-iodobenzoic acid → 4-[3-(4-Dimethylamino-3,5-diisopropylphenyl)-3-hydroxyprop-1-ynyl]-2-hydroxy-benzoic acid

https://huagongshe.com/reaction/1698419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Hydroxy-4-iodobenzoic acidHCID 72874—
Reactant1-(4-Dimethylamino-3,5-diisopropylphenyl)prop-2-yn-1-olHCID 86646573—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
Product4-[3-(4-Dimethylamino-3,5-diisopropylphenyl)-3-hydroxyprop-1-ynyl]-2-hydroxy-benzoic acidHCID 2510955922.5%

Reaction Steps

In a manner analogous to example 1 f, the process is carried out by a reaction of 360 mg (1.35 mmol) of 2-hydroxy-4-iodobenzoic acid with 500 mg (1.9 mmol) of 1-(4-dimethylamino-3,5-diisopropylphenyl)prop-2-yn-1-ol in the presence of 15 mg (0.08 mmol) of copper iodide and 27 mg (0.04 mmol) of bis(triphenylphosphine)-palladium chloride. 120 mg of 4-[3-(4-dimethylamino-3,5-diisopropylphenyl)-3-hydroxyprop-1-ynyl]-2-hydroxy-benzoic acid are obtained in the form of a yellowish solid (Mp: dec>250° C., yield=22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163952B2
Source datasetuspto-grants-2012_04
ORD IDord-a093c376043b4fe583f93ba06b045a13
Source noteuspto-grants-2012_04