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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510716Generated: November 1, 2026

Methanol → 7-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-3,4-dihydro-2H-chromene-4-carboxylic acid

https://huagongshe.com/reaction/510716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 7-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-3,4-dihydro-2H-chromene-4-carboxylateHCID 67080596—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product7-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-3,4-dihydro-2H-chromene-4-carboxylic acidHCID 6708060437.8%

Reaction Steps

Methyl 7-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-3,4-dihydro-2H-chromene-4-carboxylate was dissolved in THF (3 mL) and methanol (3 mL) and treated with 1N NaOH (3 mL), and the reaction was stirred for 1 hour. The reaction was diluted with CH2Cl2 (25 mL) and washed with 2N HCl (25 mL), dried over magnesium sulfate and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 0.5% MeOH/CH2Cl2 containing 0.5% acetic acid to 7.5% MeOH/CH2Cl2 containing 0.5% acetic acid to provide the title compound (0.056 g, 37.8% yield) as a white solid. MS (ESI)=452.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096567B2
Source datasetuspto-grants-2015_08
ORD IDord-69f156abcec8440aa09abfbcab95605d
Source noteuspto-grants-2015_08