With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.Safety of (4-(Trifluoromethyl)phenyl)methanol
General procedure: 3 1 According to general procedure II (chapter 2.1.2) 4-(trifluoromethyl)benzylCl alcohol 19 (353 mg, 2.00 mmol, 1.0 equiv), FPyr (19.7 ilL, 20.4 mg, 0.20 mmol,F3C 10 mol%), dioxane (1 mL, 2 M) and benzoyl chloride (282 ilL, 341 mg,62.40 mmol, 1.2 equiv) were combined and stirred for 24 h at ambient2910 temperature. After quenching with ethanolamine the reaction mixture wasdiluted with DCM (4 mL), saturated, aqueous NaHCO3-soution (2 mL) and water (2 mL). The aqueous phase was extracted with further DCM (2 x 2 mL) and the collected organic phases were dried over MgSO4 and concentrated under reduced pressure to give the crude chloride 29 (490 mg, conversion 98%, 29/39 97:3). Chromatographic purification (mass of crude material/Si02 1:12) provided theproduct 29 as a colorless oil in 85% yield (331 mg, 1.71 mmol). ?H- and ?3C-N MR-data was identicalwith the literature (Klimesova, V.; Koci, J.; Waisser, K.; Kaustova, J.; Moellmann, U. Eur. i. Med. Chem.2009, 44, 2286-2293).(C8H6CIF3) = 194.58 g/mol; rf (Si02, Et20/nPen 5:95) = 0.53; 1H-NMR (400 MHz, CDCI3): 6 [ppm] =7.63 (d, 2 H, H-4, i = 8.4 Hz), 7.51 (dd, 2 H, H-3, i = 8.4 Hz), 4.62 (s, 2 H, H-i); 13C-NMR (100 MHz,CDCI3): 6 [ppm] = 141.3 (C-2), 130.6 (q, C-5, i = 31 Hz), 128.8 (C-3), 125.7 (q, C-4, i = 3.7 Hz), 124.0 (q, C-6, i = 273 Hz) 45.1 (C-i); GC-MS (El, 70 eV) m/z [u] = 194 (35, [M]j, 175 (13, [M-F]j, 159 (100, [MCl]j, 139 (8), 125 (22, [M-CF3]j, 109 (51), 89 (16), 69 (5, [CF3]j, 63 (13), 51 (7).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,349-95-1, (4-(Trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.
Reference:
Patent; UNIVERSITAET DES SAARLANDES; HUY, Peter Helmut; (208 pag.)WO2016/202894; (2016); A1;,
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