Reference of 327-75-3, A common heterocyclic compound, 327-75-3, name is 1-Bromo-2,4-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Intermediate 33. 2-(2,4-Bis-trifluoromethyl-phenoxy)-ethylamine. [00136] Step A:; (2-Hydroxy-ethyl) -carbamic acid tert-butyl ester (0.2 mL, 1.29 mmol) is dissolved in 3 mL dry dimethyl-acetamide. 2-Potassium-1,1,1,3,3,3-hexamethyl- disilazane (0.52 g, 2.6 mmol, 2 equiv. ) is added, followed by 1-bromo-2,4-bis- trifluoromethyl-benzene 31 (0.26 mL, 1.5 mmol, 1.2 equiv. ). The mixture is stirred at 60C under nitrogen for 18 hours. The mixture is cooled, diluted with 50 mL water and extracted with dichloromethane (3 x 50 mL). The combined organic extracts are washed with water and 10% aqueous citric acid, dried over Na2S04 and concentration. Silica gel chromatography (5% to 25% ethyl acetate in hexanes) yielded [2-(2,4-Bis-trifluoromethyl- phenoxy) -ethyl]-carbamic acid tert-butyl ester 32 as a colorless, mobile oil: ‘H-NMR (400 MHz, CDC13) 8 = 7.61 (s, 1H), 7.00 (d, J = 8 Hz, 1H), 6.76 (d, J = 8 Hz, 1H), 5.10 (s, 1H), 4.26 (t, J = 4 Hz, 2H), 3.65 (m, 2H), 1.45 (s, 9H). 19F-NMR (376 MHz, CDC13) 8 =-61.5, – 62.0. No molecular ion could be obtained; a loss of tert-butyl group is observed: MS calculated for C11H10F6NO3 (M+H+-C4H8) 318.1, found 318.3.
The synthetic route of 327-75-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; IRM LLC; WO2005/113519; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary