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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181853Generated: October 31, 2026

Dichloromethane → 3-[(8-fluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol

https://huagongshe.com/reaction/2181853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCyclohexeneHCID 8079—
ReactantBoron tribromideHCID 25134—
Reactant8-Fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineHCID 22482265—
Product3-[(8-fluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenolHCID 997635377%

Reaction Steps

The title compound was prepared from 8-fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.50 g, 1.3 mmol), cyclohexene (2.4 mL, 24 mmol), and 1 M boron tribromide in dichloromethane (7.8 mL, 7.8 mmol) according to the procedure and in the same manner as described in Example 47, Step b. The crude product was purified by flash column chromatography on silica gel, eluting with a mixture of ethyl acetate-hexane (1:4), followed by trituration from hexane, to yield 3-[(8-fluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol as a homogeneous solid (0.37 g, 71%), m.p. 161° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894061B2
Source datasetuspto-grants-2005_05
ORD IDord-847732f1ef5c41d18951a69d66792943
Source noteuspto-grants-2005_05