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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 717990Erstellt: 26. Oktober 2026

Potassium Phosphate, Tribasic → Dibenzofuran, 4-methyl-

https://huagongshe.com/reaction/717990

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt4-IododibenzofuranHCID 458257—
EduktTrimethylboroxineHCID 574072—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Katalysator2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
ProduktDibenzofuran, 4-methyl-HCID 43489554,3%

Reaktionsschritte

4-Iododibenzo[b,d]furan (10 g, 34.0 mmol) and potassium phosphate (23.49 g, 102 mmol) were dissolved in 200 mL of toluene and 20 mL of water. The reaction was purged with nitrogen for 20 minutes and then 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (5.34 mL, 5.94 mmol), Pd2(dba)3 (0.311 g, 0.34 mmol) and S-Phos (0.558 g, 1.36 mmol) were added. The reaction was refluxed for 18 hours. After allowing the reaction to cool to room temperature, 100 mL of water was added, the organic and aqueous layers were separated, and the aqueous layer extracted twice with 100 mL of toluene. The organic layers were passed through a plug of silica gel, eluting with DCM. After evaporation of the solvent, the crude product was subjected to column chromatography (SiO2, 3% ethyl acetate in hexane to 5% ethyl acetate in hexane, v/v) to yield 6 g (96.7%) pure product which was confirmed GC.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09193745B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-7cb3671deae64fd89ec0c2f9db78670f
Quellennotizuspto-grants-2015_11