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ChemicalBook CAS DataBase List Anthracene
120-12-7

Anthracene synthesis

12synthesis methods
Anthracene is obtained from coal tar in the fraction distilling between 300° and 400 °C. This fraction contains 5–10% anthracene, from which, by fractional crystallization followed by crystallization from solvents, such as oleic acid, and washing with such solvents as pyridine, relatively pure anthracene is obtained. It may be detected by the formation of a blue-violet coloration on fusion with mellitic acid. Anthracene derivatives, especially anthraquinone, are important in dye chemistry.
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Yield:120-12-7 91%

Reaction Conditions:

with sodium hypochlorite;tetrabutylammomium bromide;water at 100;

Steps:

Protodeboronation of Arylboronic Acids; General Procedure

General procedure: A solution of the appropriate arylboronic acid (1 mmol) andTBAB (64 mg, 0.2 mmol) in 10.5 wt% aq NaClO was stirred at100 °C for 6-12 h until the reaction was complete (TLC). Themixture was extracted with Et2O (2 × 5 mL), and the organiclayer was dried (Na2SO4) and concentrated in vacuo. The residuewas purified by column chromatography [silica gel, PE-EtOAc(40:1 to 20:1)].

References:

Li, Minxin;Tang, Yanling;Gao, Jinchun;Rao, Gaoxiong;Mao, Zewei [Synlett,2020,vol. 31,# 20,p. 2039 - 2042]

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