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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551920Generated: October 28, 2026

Lithium Hydroxide → 5-{[{4-[(4-Butylphenyl)ethynyl]benzyl}(hexyl)amino]carbonyl)-2-hydroxybenzoic acid

https://huagongshe.com/reaction/551920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantN-{4-[(4-butylphenyl)ethynyl]benzyl}-N-hexyl-2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carboxamideHCID 11519643—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-{[{4-[(4-Butylphenyl)ethynyl]benzyl}(hexyl)amino]carbonyl)-2-hydroxybenzoic acidHCID 5755451391%

Reaction Steps

A solution of N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-hexyl-2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carboxamide (108 mg, 0.20 mmol) and lithium hydroxide (120 mg, 2.9 mmol) in THF (1 mL) and water (1 mL) was heated at 70° C. overnight. The solvents were removed under reduced pressure. The residue was taken up in EtOAc and washed with an aqueous solution of HCl (1N) and brine, dried over MgSO4 and the solvent was removed under reduced pressure to give 91 mg (91%) of hte title compound. HPLC, Rt: 5.72 min (purity: 98.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947851B2
Source datasetuspto-grants-2011_05
ORD IDord-efb962f4683d480797f6665fafca0aaa
Source noteuspto-grants-2011_05