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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877291Generated: October 25, 2026

Ethanol → 4-(7-Phenylbenz[a]anthracen-4-yl)-7-phenylbenz[a]anthracene

https://huagongshe.com/reaction/877291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPhenylboronic AcidHCID 66827—
ReactantN-bromobutanimideHCID 67184—
Reactant4-(Benz[a]anthracen-4-yl)benz[a]anthraceneHCID 59412552—
SolventDimethylformamideHCID 6228—
Product4-(7-Phenylbenz[a]anthracen-4-yl)-7-phenylbenz[a]anthraceneHCID 59412710—

Reaction Steps

19.6 g (110 mmol) of N-bromosuccinimide are added in one portion at 100° C. with vigorous stirring to a suspension of 22.7 g (50 mmol) of 4-(benz[a]anthracen-4-yl)benz[a]anthracene in 1000 ml of DMF. The suspension is kept at 100° C. for a further 30 min. and cooled, and 1000 ml of ethanol are then added. The precipitated solid is filtered off with suction, washed three times with 100 ml of ethanol each time and dried in vacuo. The resultant solid is reacted analogously to Example 7 with 15.9 g (130 mmol) of benzeneboronic acid, Recrystallisation five times from DMF (about 6 ml/g); sublimation (p=5×10−5 mbar, T=360° C.). Yield: 21.8 g (36 mmol), 72.0%, purity 99.9% (HPLC), Tg=181.4° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08986852B2
Source datasetuspto-grants-2015_03
ORD IDord-52646a4582bf43ba9c9fb5c133992734
Source noteuspto-grants-2015_03