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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181884Generated: October 31, 2026

Dichloromethane → 4-[(2-bromo-8-chloro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol

https://huagongshe.com/reaction/2181884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCyclohexeneHCID 8079—
ReactantBoron tribromideHCID 25134—
Reactant2-Bromo-8-chloro-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineHCID 22482327—
Product4-[(2-bromo-8-chloro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenolHCID 1041214256.8%

Reaction Steps

The title compound was prepared from 2-bromo-8-chloro-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.6 g, 1.25 mmol), cyclohexene (0.32 mL, 3.13 mmol), and 1.0 M boron tribromide in dichloromethane (7.52 mL, 7.52 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 with dichloromethane to yield 4-[(2-bromo-8-chloro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol (0.33 g, 0.71 mmol, 56%) as a light-yellow solid, m.p. 213-215° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894061B2
Source datasetuspto-grants-2005_05
ORD IDord-b6e6f7a08dac4d01abc12f92bf934044
Source noteuspto-grants-2005_05