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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048066Generated: October 31, 2026

Lithium hydroxide, monohydrate → 7-(4-(Chroman-3-ylcarbamoyl)phenoxy)-6-cyanochroman-4-carboxylic acid

https://huagongshe.com/reaction/1048066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactantmethyl 7-(4-(chroman-3-ylcarbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylateHCID 67080409—
SolventTetrahydrofuranHCID 8028—
Product7-(4-(Chroman-3-ylcarbamoyl)phenoxy)-6-cyanochroman-4-carboxylic acidHCID 6708024779.1%

Reaction Steps

Methyl 7-(4-(chroman-3-ylcarbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylate (27.6 mg, 0.0570 mmol) was dissolved in THF (3 ml) and 1M solution of LiOH—H2O (114 μL, 0.114 mmol) was added. The mixture was stirred for 17 hours at ambient temperature. The mixture was quenched with 4M HCl dioxane (42.7 μL, 0.171 mmol). The crude mixture was purified on silica gel (MeOH in dichloromethane with 1% acetic acid gradient) to provide 21.2 mg of the title compound as white a solid (79%). MS (apci) m/z=471.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-e8bba7928a4744c691f28a8360daa4e0
Source noteuspto-grants-2013_10