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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879922Generated: October 25, 2026

Nitrogen → 6-Anthracen-9-ylphenanthrene-9-carboxylic acid

https://huagongshe.com/reaction/879922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantSodium CarbonateHCID 10340—
Reactant6-Bromophenanthrene-9-carboxylic acidHCID 289464—
Reactant9-Anthraceneboronic AcidHCID 15510213—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
SolventMethanol--water (1/1)HCID 22242641—
Product6-Anthracen-9-ylphenanthrene-9-carboxylic acidHCID 59629491—

Reaction Steps

32.86 g (148 mmol) of anthracene-9-boronic acid, 37.2 g (124 mmol) of 6-bromophenanthrene-9-carboxylic acid and 220 ml of 2 M Na2CO3 solution are suspended in 1 l of toluene and 1 l of EtOH, the mixture is saturated with N2, 2.9 g (3 mmol) of tetrakis(triphenylphosphine)palladium(0) are added, and the mixture is heated at the boil for 2 h. The mixture is poured into 3 l of a mixture of water/MeOH/6 M HCl 1:1:1, and the beige precipitate is filtered off with suction, washed with water, EtOH and toluene and dried. The content of product according to 1H-NMR is about 96% with an overall yield of 38.5 g (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993123B2
Source datasetuspto-grants-2015_03
ORD IDord-3ebbd0e323584a6d9b3fabd3922fed03
Source noteuspto-grants-2015_03