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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179847Generated: October 31, 2026

1,2,4-Trimethylbenzene → HCID 86701346, compound

https://huagongshe.com/reaction/2179847

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,4-TrimethylbenzeneHCID 7247—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantMethanesulfonic acid, trifluoro-, 7-methoxy-2-naphthalenyl esterHCID 10892112—
Reactant[10-(Naphthalen-1-yl)anthracen-9-yl]boronic acidHCID 23088558—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
ProductHCID 86701346HCID 8670134652.7%

Reaction Steps

Under the nitrogen atmosphere, (10-(naphthalen-1-yl)anthracen-9-yl)boronic acid (25.1 g), 7-methoxynaphthalen-2-yl trifluoromethane sulfonate (24.3 g), Pd(PPh3)4 (0.9 g), potassium phosphate (30.6 g), and a mixture solvent (260 ml) of pseudo cumene, IPA, and water (pseudo cumene/IPA/water=8/4/1 (volume ratio)) were added to a flask and refluxed for 4.5 hours. Once the heating is completed, water was added. After cooling to room temperature, a solid was collected by suction filtration. The obtained solid was washed with water and subsequently with methanol, dissolved in toluene, and purified with a silica gel short column. Crystals obtained by slow distillation of the solvent under reduced pressure were collected by suction filtration to give 9-(7-methoxynaphthalen-2-yl)-10-(naphthalen-1-yl)anthracene (17.5 g) as a third intermediate compound. The scheme is shown in the following “Reaction 4”.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09070885B2
Source datasetuspto-grants-2015_06
ORD IDord-046678364a4646ae9a449b0b6bb6b3d4
Source noteuspto-grants-2015_06