- One Synthetic Approach of 9-Chloroanthracene
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9-Chloro (CAS NO.: ), with other names as , could be produced through the following synthetic routes.
In a dry, 1-l., two-necked flask, equipped with a mechanical stirrer and a reflux condenser fitted with a drying tube, are placed 17.8 g. (0.100 mole) of anthracene, 27.2 g. (0.202 mole) of anhydrous cupric chloride, and 500 ml. of carbon tetrachloride. The reaction mixture is stirred and heated under reflux for 18–24 hours. The brown cupric chloride is gradually converted to white cuprous chloride, and hydrogen chloride is gradually evolved. At the end of the reaction the cuprous chloride is removed by filtration, and the carbon tetrachloride solution is passed through a 35-mm. Chromatographic column filled with 200 g. of alumina. The column is eluted with 400 ml. of carbon tetrachloride. The combined eluates are evaporated to dryness to give 19–21 g. (89–99%) of 9-chloroanthracene as a lemon-yellow solid, m.p. 102–104°. Crystallization of the product from petroleum ether (b.p. 60–80°) gives 16–17 g. (75–80%) of 9-chloroanthracene as yellow needles, m.p. 104–106°.
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