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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2181913Erstellt: 25. Oktober 2026

Cyclohexene → 3-[(3,9-Difluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol

https://huagongshe.com/reaction/2181913

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexeneHCID 8079—
EduktBoron tribromideHCID 25134—
Edukt3,9-Difluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineHCID 22482326—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-[(3,9-Difluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenolHCID 22482314—

Reaktionsschritte

The title compound was prepared from 3,9-difluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (150 mg, 0.37 mmol), cyclohexene (757 μL, 7.5 mmol), and 1.0 M solution of boron tribromide in dichloromethane (2.24 mL) according to the procedure and in the same manner as described in Example 105, step e. The volatile components were removed in vacuo, and the crude residue was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 5%-50% methyl tert-butyl ether in hexane, to afford the product (98 mg, 78%) as a solid, m.p. 167.2-173° C.;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06894061B2
Quelldatensatzuspto-grants-2005_05
ORD IDord-32de366ab2a347afbee1827b2a7ef4a4
Quellennotizuspto-grants-2005_05