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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507976Generated: November 1, 2026

Methanol → HCID 23157183, compound

https://huagongshe.com/reaction/507976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-1-indanoneHCID 520695—
Reactant2,6-Dimethylphenylboronic acidHCID 583322—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 23157183HCID 2315718354.3%

Reaction Steps

A mixture of 5-bromoindan-1-one (1.20 g, 5.69 mmol), 2,6-dimethylphenylboronic acid (1.02 g, 6.82 mmol), tetrakis(triphenylphosphine)palladium(0) (328 mg, 0.285 mmol), sodium carbonate (1.81 g, 17.1 mmol), methanol (8 mL), water (8 mL) and toluene (25 mL) was heated under reflux overnight under an argon atmosphere. After cooling, the reaction mixture was diluted with ethyl acetate, washed with water, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (5%-50% ethyl acetate/hexane) to give the title compound (0.73 g, yield 54%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786165B2
Source datasetuspto-grants-2010_08
ORD IDord-3c5bcd73e1304f3ea4777a7944246c99
Source noteuspto-grants-2010_08