Compound 1'
2,7-diiodo-9,10-dihydrophenanthrene
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
To a solution of glacial acetic (360 mL) and conc. sulfuric acid (9.0 mL) were added subsequently 9,10-Dihydrophenanthrene (18 g, 99.9 mmol), iodine (27.9 g, 110 mmol), H2O (58 mL), and iodic acid (8.78 g, 49.9 mmol). The resulting mixture was heated to reflux for 5 hours. Then water was added to quench the reaction. A brown solid was collected by filtration, washed with water and stirred in an aqueous Na2SO3 solution. The crude product was filtered again and washed with water and methanol respectively. Recrystallization from ethyl acetate gave 1’ as pale white needle-like crystal (22.1 g, 51%) Data for 1’: 1H NMR (500 MHz, CDCl3): δ 2.80 (s, 4H), 7.42 (d, J = 8.0 Hz, 2H), 7.58 (d, J = 1.5Hz, 2H), 7.62 (dd, J1 = 1.8 Hz, J2 = 8.3 Hz, 2H).
- PubChemID:
-
350082698
- MDL Molfile:
- ChemDraw:
