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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181897Generated: October 31, 2026

Cyclohexene → HCID 22482302, compound

https://huagongshe.com/reaction/2181897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
ReactantBoron tribromideHCID 25134—
Reactant3-Fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineHCID 22482257—
SolventDichloromethaneHCID 6344—
ProductHCID 22482302HCID 2248230230%

Reaction Steps

The title compound was prepared from 3-fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (350 mg, 0.91 mmol), cyclohexene (1.85 mL, 18 mmol), and 1.0 M solution of boron tribromide in dichloromethane (5.5 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 30%-50% methyl tert-butyl ether in hexane, to afford the desired compound (77 mg, 30%) as a solid, m.p. 164-167° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894061B2
Source datasetuspto-grants-2005_05
ORD IDord-829b066545884b5f81e34e2b25aacc63
Source noteuspto-grants-2005_05