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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052921Generated: October 30, 2026

Dimethylformamide → 2-chloro-9-phenyl-9H-carbazole

https://huagongshe.com/reaction/1052921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantIodobenzeneHCID 11575—
Reactant2-chloro-9H-carbazoleHCID 2752388—
CatalystCopperHCID 23978—
SolventEthyl AcetateHCID 8857—
Product2-chloro-9-phenyl-9H-carbazoleHCID 6815635057.4%

Reaction Steps

Next, a mixed solution of 17.7 g of 2-chloro-9H-carbazole, 22 g of iodobenzene, 20 g of a copper powder, 43 g of potassium carbonate and 200 ml of dimethylformamide was heated/stirred at 140° C. for 16 hours under a nitrogen flow. The solution was cooled to room temperature, 50 ml of ethyl acetate was added, and the mixture was filtered with Celite. To the resultant filtrate was added a saturated aqueous ammonium chloride solution, and the mixture was stirred for a while, and then extracted with ethyl acetate and hexane. The extract was dried over magnesium sulfate, and then evaporated. The concentrate was purified by silica gel column chromatography and vacuum-dried to obtain 14 g of 2-chloro-9-phenyl-9H-carbazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09391288B2
Source datasetuspto-grants-2016_07
ORD IDord-f3895de9e4b241d7bcc9c8f535d8a843
Source noteuspto-grants-2016_07