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ChemicalBook CAS DataBase List 3,6-Dibromo-fluoren-9-one
216312-73-1

3,6-Dibromo-fluoren-9-one synthesis

10synthesis methods
-

Yield:216312-73-1 88%

Reaction Conditions:

with potassium permanganate;potassium hydroxide in water at 130; for 1 h;Inert atmosphere;

Steps:

3,6-Dibromo-9-fluorenone

KOH (4.0 g, 71.3 mol) was dissolved in water (15 mL) and the mixture was heated to 130 °C. Then, 3,6-dibromophenanthrene-9,10-dione (2.0 g, 5.4 mmol) was added to the solution. When the mixture is completely black, KMnO4 (4.2 g, 26.6 mmol) was added slowly and carefully. After addition, the reaction mixture was stirred at 130 °C for 1 h and cooled to room temperature. Sodium thiosulfate was added carefully to the mixture until the purple fades. Then, concentrated sulfuric acid was added drop by drop to the mixture until it turned light yellow. The precipitate was filtered, washed with water and dried under vacuum. The target product was obtained as a light yellow power (1.6 g, 88%). 1H NMR (400 MHz, CDCl3): δ (ppm) 7.67 (d, J = 1.6 Hz, 2H), 7.55 (d, J = 7.6 Hz, 2H), 7.50 (dd, J = 8.0, 1.6 Hz, 2H).

References:

Tian, Zhuanzhuan;Yang, Xiaolong;Liu, Boao;Zhong, Daokun;Zhou, Guijiang [Journal of Organometallic Chemistry,2019,vol. 895,p. 28 - 36] Location in patent:supporting information