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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048073Generated: October 26, 2026

Lithium hydroxide, monohydrate → 6-Cyano-7-(4-(3',4'-dimethylbiphenyl-3-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid

https://huagongshe.com/reaction/1048073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
ReactantMethyl 6-cyano-7-(4-(3',4'-dimethylbiphenyl-3-ylcarbamoyl)phenoxy)chroman-4-carboxylateHCID 67080482—
SolventTetrahydrofuranHCID 8028—
Product6-Cyano-7-(4-(3',4'-dimethylbiphenyl-3-ylcarbamoyl)phenoxy)chroman-4-carboxylic acidHCID 4459991888.4%

Reaction Steps

Methyl 6-cyano-7-(4-(3′,4′-dimethylbiphenyl-3-ylcarbamoyl)phenoxy)chroman-4-carboxylate (36 mg, 0.06759 mmol) was dissolved in THF (2 ml) and 1M solution of LiOH—H2O (135.2 μL, 0.135 mmol) was added. The mixture was stirred for 17 hours at ambient temperature. The mixture was quenched with 4M HCl dioxane (50.70 μL, 0.203 mmol). The crude mixture was purified on silica gel (MeOH in dichloromethane with 1% acetic acid gradient) to provide 31 mg of the title compound as a thin film (90%). MS (apci) m/z=519.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-84fc87bca3f1446ea6b8cb510dae7075
Source noteuspto-grants-2013_10