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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868766Generated: November 3, 2026

9-Methylphenanthrene → Phenanthrene, 9-(bromomethyl)-

https://huagongshe.com/reaction/868766

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-MethylphenanthreneHCID 13438—
ReactantN-bromobutanimideHCID 67184—
CatalystBenzoyl PeroxideHCID 7187—
SolventBenzeneHCID 241—
ProductPhenanthrene, 9-(bromomethyl)-HCID 18557189.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 9-methylphenanthrene (14.2 g, 74 mmol), benzoyl peroxide (40 mg, 0.16 mmol) and NBS (13.3 g, 74.6 mmol) in 210 mL of benzene was refluxed for 5 h. The reaction mixture was cooled to 0° C. and the succinimide precipitated was removed by filtration. The filtrate was washed by 15% NaOH, dried over MgSO4 and concentrated to yield 18 g of product which was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08968887B2
Source datasetuspto-grants-2015_03
ORD IDord-089e894bbbd949f7a193802e14b14d78
Source noteuspto-grants-2015_03