Reference of 355-80-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 355-80-6 as follows.
In a typical experiment, 5,10,15-tris(3-acetoxyphenyl)-20-(pentafluorophenyl)-porphyrin (60.0 mg, 68.2 mupiiotaomicronGamma) was dissolved in a dry DMSO/THF (4: 1) mixture under argon atmosphere, KOH (103.4 mg, 1.84 mmol) and lH, lH,5H-octafluoropentanol (342 ml, 2.46 mmol) were added and the reaction mixture stirred under room temperature for 30 minutes. After aqueous workup, extraction with ethyl acetate and drying with Na2SO/t, the crude product was purified by column cromatography (DCM/MeOH = 95:5) and recrystallized (DCM/hexane) to obtain a purple solid (58.4 mg, 60.5 mupiiotaomicron, 88%). 5,10,15-Tris(3-hydroxy-phenyl)-20-[2,3,5,6-tetra-fluoro-4-(lH,lH,5H-octafluoro- pentyloxy)-phenyl]-porphyrin ^-NMR (500 MHz, acetone-d6): delta = -2.78 (s, 2H, NH), 5.32 (t, J = 13.8 Hz, 2H, OCH2), 6.93 (tt, J = 50.9, 5.5 Hz, 3H, CF2H), 7.30-7.34 (m, 3H, Ar-H-6), 7.62 (mc, 1H, Ar H-5), 7.62 (mc, 2H, Ar2-H-5), 7.68-7.78 (m, 6H, Ar-H-2 + Ar-H-4), 8.80-9.28 (m, 8H, ^-HPylTol) ppm. 13C-NMR (126 MHz, acetone-d6): delta = 70.3 (OCH2), 100.9 (ArF-Cmeso), 108.4 (CF2H), 115.2 (Ar-C-6), 116.4 (ArF-C,pso), 120.8 (Ar-Cmeso), 121.9 (Ar-Cmeso), 122.0 (Ar C-2), 122.0 (Ar2-C-2), 126.3 (Ar C- 4), 126.3 (Ar2-C-4), 127.8 (Ar C-5), 127.8 (Ar2-C-5), 137.4 141.4 (d, lJc.F = 246.2 Hz, ArF-CM), 142.8 (Ar2-C,pso), 143.0 (Ar C,pso), 146.9 (d, lJc.F = 241.0 Hz, ArF-Cort0), 156.0 (Ar C-3), 156.0 (Ar2-C-3) ppm. F-NMR (376 MHz, acetone-d6): delta = -121.25 – -121.42 (m, 2F, CF2), -125.24 – -125.36 (m, 2F, CF2), -130.48 – -130.62 (m, 2F, CF2), -138.95 (d, 2JH.F = 50.8 Hz, 2F, CF2H), -140.83 – -141.01 (m, 2F, Ar-Fort0), -158.30 – -158.48 (m, 2F, Ai-Fmeta) ppm. HRMS (ESI-TOF): m/z calc. for C49H29Fi2N404 [M + H]+: 965.1992; found: 965.2041 UV-VIS (acetone), Amax [log epsilon (L · mol 1 · cm”1)]: 414 (5.37), 511 (4.41), 545 (4.04), 587 (4.08), 643 (3.84) nm.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,355-80-6, its application will become more common.
Reference:
Patent; BIOLITEC UNTERNEHMENSBETEILIGUNGS II AG; FREIE UNIVERSITAeT BERLIN; GOLF, Hartwig Richard Arthur; WIEHE, Arno; GRAeFE, Susanna; ALBRECHT, Volker; REISSIG, Hans-ulrich; (110 pag.)WO2016/51361; (2016); A1;,
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