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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713567Generated: October 31, 2026

Sodium Carbonate → 2,8-Bis(2-thienyl)-5,11-didodecylindolo[3,2-b]carbazole

https://huagongshe.com/reaction/713567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Thiopheneboronic acidHCID 2733960—
ReactantHCID 58800344HCID 58800344—
CatalystTrioctylmethylammonium chlorideHCID 21218—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2,8-Bis(2-thienyl)-5,11-didodecylindolo[3,2-b]carbazoleHCID 59749585—

Reaction Steps

ALIQUAT™ 336 (0.6 g), 2-thiopheneboronic acid (0.921 g, 7.2 mmol), 2,8-dibromo-5,11-didodecylindolo[3,2-b]carbazole (2.252 g, 3 mmol), 2M Na2CO3 solution (7.5 mL, 15 mmol), Pd(PPh3)4 (72 mg, 0.06 mmol) and toluene (10 mL) were added into a 50 mL flask. The mixture was heated to gentle reflux and maintained for 48 h. The reaction mixture was cooled down, organic layer separated, dried, and filtered. The toluene solution was passed through a silica gel column and the solvent was removed. Recrystallization from toluene gave the title compound as a yellow solid. Yield: 1.476 g (61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09184391B2
Source datasetuspto-grants-2015_11
ORD IDord-81f96953388e47c6905249b5a41d944b
Source noteuspto-grants-2015_11