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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583540Generated: October 25, 2026

Decalin → 5-(4'-Iodobiphenyl-4-yl)dibenz[b,f]azepine

https://huagongshe.com/reaction/583540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDecalinHCID 7044—
ReactantDibenz(b,f)azepineHCID 9212—
ReactantPotassium HydroxideHCID 14797—
Reactant4,4'-Diiodo-1,1'-biphenylHCID 76348—
CatalystCopperHCID 23978—
SolventChloroformHCID 6212—
Product5-(4'-Iodobiphenyl-4-yl)dibenz[b,f]azepineHCID 2131107750%

Reaction Conditions

Temperature200 °C

Reaction Steps

5H-Dibenz[b,f]azepine in an amount of 20.0 g (0.10 mol), 4,4'-diiodobiphenyl in an amount of 60.9 g (0.15 mol), potassium hydroxide in an amount of 6.7 g (0.12 mol) and a copper powder in an amount of 1.3 g (0.02 mol) were mixed with 20 ml of decalin, and heated with stirring in a stream of nitrogen for 36 hours at the external temperature of 200° C. After cooling to room temperature or its vicinity, the reaction solution was admixed with chloroform, and subjected to Celite filtration to remove the insoluble matter. The filtrate was concentrated, and the concentrated solution was purified by column chromatography on silica gel. Thus, 23.6 g of 5-(4'-iodobiphenyl-4-yl)dibenz[b,f]azepine was obtained (in a 50% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929235
Source datasetuspto-grants-1999_07
ORD IDord-92c8721821554ee5abeb0f6e915bc73b
Source noteuspto-grants-1999_07