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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643737Generated: November 1, 2026

Water → Ethyl 2-ethyl-4-[4-(methylsulfonyl)phenoxy]-1-benzofuran-6-carboxylate

https://huagongshe.com/reaction/1643737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1-Fluoro-4-(methylsulphonyl)benzeneHCID 67994—
ReactantEthyl 2-ethyl-4-hydroxy-1-benzofuran-6-carboxylateHCID 59560005—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-ethyl-4-[4-(methylsulfonyl)phenoxy]-1-benzofuran-6-carboxylateHCID 5956012760.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of ethyl 2-ethyl-4-hydroxy-1-benzofuran-6-carboxylate (0.80 g, 3.4 mmol), 4-fluorophenyl methyl sulfone (0.60 g, 3.4 mmol) and Cs2CO3 (1.12 g, 3.4 mmol) in DMF (40 mL) was heated to 100° C. overnight. The reaction was monitored by TLC (petroleum ether/EtOAc 4:1). The mixture was poured into water (50 mL) and extracted with EtOAc (90 mL×3). The organic layer was washed with brine (50 mL×2), dried over Na2SO4 and concentrated. The product was purified via column chromatography on silica gel eluted with petroleum ether/EtOAc (20:1) to afford the desired compound (0.80 g, 60%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119624B2
Source datasetuspto-grants-2012_02
ORD IDord-30a9b09330954a2babf1bbc22dee617c
Source noteuspto-grants-2012_02