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ChemicalBook CAS DataBase List 9-PHENYLFLUORENE

9-PHENYLFLUORENE synthesis

9synthesis methods
-

Yield:789-24-2 96%

Reaction Conditions:

with iron(III) chloride in nitromethane at 20; for 0.0833333 h;Friedel-Crafts Alkylation;Solvent;Time;Reagent/catalyst;Temperature;

Steps:

Representative experimental procedure for the synthesis of 9-phenyl-9H-fluorene (2a)
General procedure: Compound 1a (130 mg, 0.5 mmol) was taken in a 5 mL round bottom flask containing 1 mL of dry nitromethane solvent. Anhydrous FeCl3 (5 mg, 0.025 mmol) was added and the resulting solution was stirred at room temperature for 5 min. After completion of the reaction, solvent was evaporated in vacuo and the residue was purified by silica gel column chromatography using petroleum ether (bp 60-80 °C) to afford the desired product 2a (116 mg, 0.96 mmol, mmol, 96%) as a white solid,18 mp 132 °C. 1H NMR (CDCl3, 300 MHz) δ 5.08 (s, 1H), 7.11-7.12 (m, 2H), 7.25-7.36 (s, 7H), 7.42 (t, J = 7.29 Hz, 2H), 7.84 (d, J = 7.6 Hz, 2H) ppm.13C NMR (CDCl3,75 MHz) δ 54.4, 119.8, 125.3, 126.8, 127.3, 128.3, 128.7, 141.0, 141.6, 147.8 ppm.

References:

Sarkar, Soumen;Maiti, Sukhendu;Bera, Krishnendu;Jalal, Swapnadeep;Jana, Umasish [Tetrahedron Letters,2012,vol. 53,# 41,p. 5544 - 5547]

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