ChemicalBook CAS DataBase List 1,3-Dimethyl-9H-carbazole

1,3-Dimethyl-9H-carbazole synthesis

9synthesis methods

Product Name:1,3-Dimethyl-9H-carbazole
CAS Number:18992-68-2
Molecular formula:C14H13N
Molecular Weight:195.26

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18992-68-2
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Yield:18992-68-2 81%

Reaction Conditions:

with caesium carbonate in dimethyl sulfoxide at 180; for 0.416667 h;Microwave irradiation;Green chemistry;

Steps:

Synthesis of 9H-Carbazoles under Microwave Irradiation; General Procedure

General procedure: Aniline 1 (1.2 mmol), 1,2-dihaloarene 2(1 mmol), Cs₂CO₃(3 mmol), PdNPs/mBC (15 mol%, 16 mg of Pd) and DMSO (5 mL) were added to a vessel tube with a magnetic stirring bar. The resulting mixture was heated at 180 °C under microwave irradiation (200 W) for 25 min. The progress of the reaction was monitored by TLC and GC-MS. The crude product was treated with EtOAc. The catalyst was recovered with the aid of a permanent magnet on the outer wall of the reaction flask and washed several times with the same solvent. The reaction mixture was washed with a brine (2 ×) and then dried (anhyd Na₂SO₄). The solvent was removed under reduced pressure and the desired 9H-carbazole was purified by silica gel column chromatography using PE/EtOAc gradient as eluent.

References:

Steingruber, H. Sebastián;Mendioroz, Pamela;Volpe, María A.;Gerbino, Darío C. [Synthesis,2021,vol. 53,# 21,art. no. SS-2021-M0293-OP,p. 4048 - 4058]