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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1106591Generated: October 30, 2026

Triethylamine → 3-Phenylthio-4-(4-(methylsulfonyl)phenyl)-5h-furan-2-one

https://huagongshe.com/reaction/1106591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(Phenylthio)acetic acidHCID 59541—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2-Bromo-4'-(methylsulfonyl)acetophenoneHCID 735823—
SolventAcetonitrileHCID 6342—
Product3-Phenylthio-4-(4-(methylsulfonyl)phenyl)-5h-furan-2-oneHCID 10269135—

Reaction Conditions

Temperature0 °C

Reaction Steps

At 0° C., triethylamine (335 μL) was added to a solution of thiophenoxyacetic acid (161 mg) and 2-bromo-1-(4-(methylsulfonyl)phenyl) ethanone (272 mg, WO 9500501, example 9, Step 1) in 5 mL of acetonitrile and the mixture was stirred at 0° C. for 1 h. The reaction mixture was then cooled to -20° C. and DBU (265 μL) was added. The mixture was stirred for 30 min. at -20° C. and was quenched by addition of 1N HCl. The product was extracted with EtOAc, dried over sodium sulfate and partially purified by silica gel chromatograph. The impure product was recrystalized from EtOAc/Hexane to afford the title compound as a solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06057319
Source datasetuspto-grants-2000_05
ORD IDord-70f3ce79dfd2470e9f4600bdcba31dbc
Source noteuspto-grants-2000_05