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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40404Generated: October 26, 2026

Bromobenzene → 2-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol

https://huagongshe.com/reaction/40404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantTetrahydrofuranHCID 8028—
Reactant2-Bromo-13,13-dimethyl-6H-indeno(1,2-b)anthracene-6,11(13H)-dioneHCID 58175361—
ReactantButyllithiumHCID 178418339—
Product2-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diolHCID 6738708382%

Reaction Steps

Bromobenzene (8.5 g, 0.054 mol) was placed in a flask, and THF (200 ml) was added thereto. After dissolution, n-BuLi (38.4 ml, 0.06 mol) was gradually added at −78□, and the reaction mixture was stirred for one hour at a maintained temperature. Then, 2-bromo-13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione (10 g, 0.024 mol) was added and the reaction mixture was stirred at room temperature for 17 hours. After the reaction was terminated, the reaction solution was washed with distilled water, extracted with ethyl acetate, and purified by column chromatography to give 2-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (11 g, yield=82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08525158B2
Source datasetuspto-grants-2013_09
ORD IDord-c075f70a111f43b0b457dcd343c71a4b
Source noteuspto-grants-2013_09