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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181866Generated: November 1, 2026

Dichloromethane → 2-fluoro-4-[(6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol

https://huagongshe.com/reaction/2181866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCyclohexeneHCID 8079—
ReactantBoron tribromideHCID 25134—
Reactant5-[(3-Fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineHCID 22482296—
Product2-fluoro-4-[(6-methylphenanthridin-5(6H)-yl)sulfonyl]phenolHCID 2248227774%

Reaction Steps

The title compound was prepared from 5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.5 g, 1.3 mmol), cyclohexene (0.33 mL, 3.25 mmol) and 1.0 M boron tribromide in dichloromethane (7.8 mL, 7.8 mmol) according to the procedure and in the same manner as described in Example 1, step b. The crude product was purified by flash column chromatography on silica gel, eluting sequentially with dichloromethane and ethyl acetate to yield 2-fluoro-4-[(6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol (0.35 g, 0.96 mmol, 74%) as a light-yellow solid, m.p. 172-174° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894061B2
Source datasetuspto-grants-2005_05
ORD IDord-88b5b185ba99454390bb13a8bfcface9
Source noteuspto-grants-2005_05