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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748956Generated: October 26, 2026

Toluene → 4-Phenyldibenzothiophene

https://huagongshe.com/reaction/1748956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBromobenzeneHCID 7961—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantDibenzothiophene-4-boronic acidHCID 2734329—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Product4-PhenyldibenzothiopheneHCID 642593283%

Reaction Steps

10 g (41.6 mmol) 4-dibenzothiophene boronic acid, 6.25 g (39.6 mmol) bromobenzene, 366 mg (0.39 mmol) Pd2(dba)3, 656 mg (1.6 mmol) S-phose, 25.4 g (120 mmol) K3PO4, 180 mL toluene and 20 mL water were charged in a 500 mL flask. The mixture was heated up to reflux under nitrogen for overnight. The reaction mixture was purified by silica gel column chromatography with pure hexane as elute. ˜8.5 g (83%) white solid was obtained as product which was confirmed by MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09153786B2
Source datasetuspto-grants-2015_10
ORD IDord-23bbe3f451ea4ffda03d1c80555fe56e
Source noteuspto-grants-2015_10