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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416198Generated: October 30, 2026

Citric Acid → HCID 57414677, compound

https://huagongshe.com/reaction/416198

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 numberUS08088821B2
Source datasetuspto-grants-2012_01
ORD IDord-147c0bb527e34334bee7856d2a584f1e
Source noteuspto-grants-2012_01