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ChemicalBook CAS DataBase List 4-PHENOXYPHTHALONITRILE
38791-62-7

4-PHENOXYPHTHALONITRILE synthesis

2synthesis methods
-

Yield: 86.4%

Reaction Conditions:

with sodium hydride in tetrahydrofuran for 8 h;Inert atmosphere;Reflux;

Steps:

Synthesis of 2,3,9,10,16,17,23,24-octa substituted phthalocyanine (2a)
To NaH (0.15 g) and phenol, (0.353 g,0.0375 mol) in THF (15 mL) was added and 4-nitrophthalonitrile(0.50 g, 0.0028 mol), in THF (15 mL) and refluxed for 8 h. The resulting 1,2-diisocyano-4-phenoxybenzene (8) was filtrated and the solid washed with ethyl acetate and both the filtrate and the washing were mixed and evaporated under reduced pressure (Scheme-II). The resulting white precipitate was purified by flash column chromatography using solvent system, ethyl acetate:hexane (1:4). Yield = 0.737 g, % Yield =86.4, Rf = 0.36 (ethyl acetate:hexane, 1:4). 1H NMR (300 MHz, CDCl3) δ 0.90 (s, 2H), 3.46 (m, 5H,CH) 7.07 (m, 3H, ArH), 13C NMR (300 MHz, CDCl3) δ 71.01,117.45, 119.69, 119.92, 126.95, 127.34, 134.43, 135.20.

References:

Isabirye, David A.;Seheri, Naledi H.;Aiyelabola, Temitayo O. [Asian Journal of Chemistry,2017,vol. 29,# 3,p. 489 - 495]

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