Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845239Generated: October 30, 2026

Toluene → HCID 58188319, compound

https://huagongshe.com/reaction/1845239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantCesium carbonateHCID 10796—
Reactant(4-Bromophenyl)boronic acidHCID 79599—
ReactantHCID 58188281HCID 58188281—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 58188319HCID 58188319—

Reaction Steps

To a mixture of ethyl 3-bromo-5-(pyrrolidine-1-carbonyl)benzoate (3.20 g, 9.81 mmol), 4-bromophenylboronic acid (2.17 g, 10.8 mmol), toluene (40 mL), cesium carbonate (3.52 g, 10.8 mmol), and water (5 mL) under argon was added tetrakis(triphenylphosphine)palladium(0) (567 mg, 0.49 mmol). The mixture was heated under reflux for 15 h. After cooling, the mixture was filtered through Celite and the filter cake was washed with EtOAc. The filtrate was washed with brine, dried (Na2SO4), and concentrated. The residue was purified by silica gel column (0-80% EtOAc/hexane) to afford a syrup. LC-MS: 404.0 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-5abec3ab816b41e4a5c8ecb854e30f26
Source noteuspto-grants-2015_02