Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554280Generated: October 31, 2026

Water → HCID 66924870, compound

https://huagongshe.com/reaction/554280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 66924936HCID 66924936—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66924870HCID 6692487096.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

Under an argon atmosphere, a suspension of ethyl 5-bromo-4-methyl-1-[(3-methylphenyl)sulfonyl]-1H-pyrrole-3-carboxylate (2.80 g), phenylboronic acid (1.84 g), tetrakis(triphenylphosphine)palladium (0.84 g), sodium carbonate (2.31 g) in 1,2-dimethoxyethane (12 mL)-water (12 mL) was stirred at 70° C. for 12 hr. After cooling, the reaction mixture was filtered through celite, and celite was washed with ethyl acetate. The organic layer was separated from the filtrate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=9:1→7:3) to give the title compound as a colorless oil (yield 2.67 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-a66816ad1fd34947a6fbb2f16ab607b5
Source noteuspto-grants-2011_11