Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304361Generated: November 2, 2026

Decalin → HCID 9933189, compound

https://huagongshe.com/reaction/2304361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDecalinHCID 7044—
Reactant1-Bromo-4-iodobenzeneHCID 11522—
ReactantPotassium HydroxideHCID 14797—
Reactant9H-Tribenzo[b,d,f]azepineHCID 11299519—
CatalystCopperHCID 23978—
SolventChloroformHCID 6212—
ProductHCID 9933189HCID 993318952.1%

Reaction Conditions

Temperature200 °C

Reaction Steps

Eighteen point two (18.2) grams (75 mmol) of 9H-tribenz[b,d,f]azepin, 63.7 g (225 mmol) of 1-bromo-4-iodo-benzene, 5.0 g (90 mmol) of potassium hydroxide, and 2.0 g (31 mmol) of a copper powder were mixed with 50 ml of decalin and stirred by heating under a nitrogen gas current for about one week at outer temperature of 200° C. After the temperature of the reaction solution was lowered to near room temperature, chloroform was added thereto, and the solution was filtered through Celite to remove insoluble matters. Water was added to the filtrate, and the solution was subjected to extraction. The obtained concentrated reaction product was purified by silica gel column chromatography to obtain 17.4 g of 9-(4-iodophenyl)-tribenz[b,d,f]azepin (yield: 52%, a small amount of 4-bromophenyl compound was contained).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06436558B1
Source datasetuspto-grants-2002_08
ORD IDord-9b3b984430dc4b5189693cb31f1b251f
Source noteuspto-grants-2002_08