9,10-BIS(DIETHYLPHOSPHONOMETHYL)ANTHRACENE

A solution of 9, 10-bis(chloromethyl)anthracene (7.8 g, 28.3 mmol) and triethyl phosphite (30 mL) was stirred vigorously overnight at gentle reflux. The excess triethyl phosphite was removed by distillation under reduced pressure. The crude product was separated by silica gel column chromatography using ethylacetate/petroleum ether (1/1, v/v) as the eluent. A yellow solid was obtained (10.4 g, 76.8percent yield). 1H NMR (500 MHz, CDCl3): δ 8.32 (d, 4H), 7.53 (d, 4H), 4.21 (d, 8H), 3.78 (d, 4H), 1.11 ppm (t, 12H).A solution of 9, 10-bis-(chloromethyl)anthracene (7.8g, 28.3mmol) and triethyl phosphite (30mL) was stirred vigorously overnight at gentle reflux. The excess triethyl phosphate was removed by distillation under reduced pressure. The crude product was separated by silica gel column chromatography using ethyl acetate/ petroleum ether (1/1, v/v) as the eluent. A yellow solid was obtained (10.4g, 76.8percent). A solution of 9, 10-bis-(chloromethyl)anthracene (7.8g, 28.3mmol) and triethyl phosphite (30mL) was stirred vigorously overnight at gentle reflux. The excess triethyl phosphate was removed by distillation under reduced pressure. The crude product was separated by silica gel column chromatography using ethyl acetate/ petroleum ether (1/1, v/v) as the eluent. A yellow solid was obtained (10.4g, 76.8percent). Compound A (3.00g, 11.00mmol) and triethylphosphate (12mL) were added into a flask and then vigorously stirred at 150°C for 12h. Then, it was cooled to room temperature and separated by column chromatography (EA: PE=1:2) to obtain fine light yellow powder (3.31g, yield: 62percent). Use a 50 mL two-port bottle as the reaction vessel.The reaction device is subjected to anhydrous treatment, Reflux reaction, argon gas protection, Add in a two-port bottleCompound 1 (421 mg, 1.15 mmol, 1.0 eq), Triethyl phosphite (6mL), The oil bath was refluxed at 150 ° C for 12 h.The mixture in the two-necked bottle was extracted with a small amount of ethyl acetate and water for 5 times using a separatory funnel.Pour the organic phase into a round bottom flask and spin dry.Add silica gel and mix.After stirring evenly, the product was spin-dried by column chromatography (dichloromethane / ethyl acetate = 1/2: v / v).Obtained a yellow product of 1.813 g, That is compound 2, The theoretical yield is 2.628g, The yield was 69.2percent.The 9, 10-Bis(bromomethyl)anthracene (1.2 g, 3.3 mmol) was mixed with triethyl phosphate (10 mL). Resulting mixture was refluxed at 180°C for 8 h in order to obtain the pure product. The solvent was then removed at vacuum and the residue product was purified by a column chromatography on silica gel using ethyl acetate/CH

Molecular Weight:478.5
XLogP3:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:478.16741273
Monoisotopic Mass:478.16741273
Topological Polar Surface Area:71.1
Heavy Atom Count:32
Complexity:571
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes