ChemicalBook CAS DataBase List 3-tert-Butyl-9H-carbazole

3-tert-Butyl-9H-carbazole synthesis

5synthesis methods

Product Name:3-tert-Butyl-9H-carbazole
CAS Number:22401-74-7
Molecular formula:C16H17N
Molecular Weight:223.31

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Yield: 95%

Reaction Conditions:

palladium 10% on activated carbon in 1,3,5-trimethyl-benzene at 180 - 190; for 30 h;Heating / reflux;

Steps:

1.2
A 2L flask equipped with an over head stirrer, nitrogen bubbler and reflux condenser was charged with tetrahydrobutylcarbonate (79g, 0.34mol), 10 % Pd/C (11.1g, 0.004mol) and trimethylbenzene. The reaction mixture was heated to reflux (180-190⁰C) for 30h and then allowed to cool to room temperature. Upon cooling the reaction mixture EPO crystallised out. The crystallised solution was diluted with toluene and filtered through a Buchner. The solution was filtered several times through filter paper and then 1L of hexane was added. The colourless solid which formed was filtered off affording 58.98g of product at 99.7% purity (yield 95%).

References:

CAMBRIDGE DISPLAY TECHNOLOGY LIMITED;CDT OXFORD LIMITED WO2006/70185, 2006, A1 Location in patent:Page/Page column 28; 29