Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053902Generated: October 30, 2026

Dichloromethane → HCID 67975877, compound

https://huagongshe.com/reaction/1053902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant4-tert-Butylphenylboronic acidHCID 2734320—
Reactant2-Bromo-3-methoxycyclopent-2-enoneHCID 11095426—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67975877HCID 6797587779.1%

Reaction Steps

A mixture of Example 7B (440 mg, 2.303 mmol), 4-tert-butylphenylboronic acid (492 mg, 2.76 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (188 mg, 0.230 mmol) and K2CO3 (637 mg, 4.61 mmol) in 1,4-dioxane (2 mL) and water (0.5 mL) was stirred at 100° C. for 16 hours. The mixture was diluted with ethyl acetate (100 mL) and washed with brine (30 mL×4). The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (on silica gel, eluted with petroleum ether/ethyl acetate=5:1, v/v) to afford the title compound (445 mg, 1.821 mmol, 79% yield) as a white solid. LC/MS (ESI) m/z 245 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394279B2
Source datasetuspto-grants-2016_07
ORD IDord-f19a3ad7faff4dd29cc810ffa74d620b
Source noteuspto-grants-2016_07