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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625654Generated: November 3, 2026

Carbazole → HCID 58013136, compound

https://huagongshe.com/reaction/1625654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbazoleHCID 6854—
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
ReactantHCID 12794771HCID 12794771—
CatalystCopperHCID 23978—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductHCID 58013136HCID 5801313669.7%

Reaction Steps

Carbazole (0.90 g, 5.42 mmol), 3,4′-diiodobiphenyl, K2CO3 (2.72 g, 19.7 mmol), copper powder (0.43 g, 6.77 mmol), and 18-crown-6 (0.13 g, 0.49 mmol) were dissolved in o-dichlorobenzene and heated to reflux for 48 h. The solution was filtered and the solvent removed in vacuo, the residue was recrystallized from MeOH to afford the product (0.83 g, 69.7%). 1H NMR (CDCl3) δ 8.22-8.16 (m, 4H), 7.93-7.65 (m, 8H), 7.56-7.49 (m, 8H), 7.47-7.28 (m, 4H). 13C NMR (CDCl3+DMSO-d6) δ 142.1, 140.8, 140.7, 139.0, 138.3, 137.3, 130.5, 128.5, 127.3, 126.1, 126.0, 125.9, 125.6, 123.4, 120.3, 120.2, 120.0, 109.7. EI MS m/z 484 [M+], m.p.=244-246° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785002B1
Source datasetuspto-grants-2014_07
ORD IDord-b6d63de21abc4e3f85c2b2963f4013ed
Source noteuspto-grants-2014_07