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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 130303Erstellt: 25. Oktober 2026

Dibenzothiophene → 2-Methyl-1,2-dihydrobenzo[b]indeno[4,5-d]thiophen-3-one

https://huagongshe.com/reaction/130303

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDibenzothiopheneHCID 3023—
EduktMethacryloyl chlorideHCID 13528—
EduktAluminum(III) ChlorideHCID 6451240—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Methyl-1,2-dihydrobenzo[b]indeno[4,5-d]thiophen-3-oneHCID 58795476—

Reaktionsschritte

20 g (108.7 mmol) of dibenzothiophene (1) were added at −78° C. to an agitated solution of 10.6 ml methacryloyl chloride (108.7 mmol) and 15.3 g AlCl3 (114.8 mmol) in 250 ml methylene chloride and brought to room temperature overnight. The solution was hydrolysed carefully at 0° C., the organic phase was separated, washed with an aqueous solution of K2CO3 and dried over Na2SO4. After removal of the solvent and crystallisation in toluene/pentane≈10:1, 2-methyl-1,2-dihydrobenzo[b]indeno[4,5-d]thiophen-3-one (2) was obtained as crystalline solid material (21.6 g, 85.9 mmol, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07381679B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-a345638143464cd78cfc80c19d360cf3
Quellennotizuspto-grants-2008_06