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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453476Generated: October 29, 2026

Citric Acid → HCID 57414677, compound

https://huagongshe.com/reaction/453476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl[(3S)-6-({2',6'-diethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetateHCID 59342588—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57414677HCID 5741467781.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of methyl [(3S)-6-({2′,6′-diethyl-4′-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate (0.521 g, 0.919 mmol) in a mixed solvent of methanol (2 mL) and tetrahydrofuran (4 mL) was added 2 M aqueous sodium hydroxide solution (1 mL), and the mixture was stirred at 50° C. for 1.5 hr. The reaction mixture was diluted with water, acidified with 10% aqueous citric acid solution, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The precipitated crystals were recrystallized from heptane-ethyl acetate to give the title compound (0.413 g, yield 81%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492430B2
Source datasetuspto-grants-2013_07
ORD IDord-b94e227b772148c78cd497c28338d581
Source noteuspto-grants-2013_07