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 3279-90-1 as follows. Safety of 6-Bromo-3,4-dihydro-1H-quinolin-2-one
00104] A solution of 6-bromo-3,4-dihydroquinolin-2(lH)-one, 13 (10.0 g, 44.2 mmol) in THF (25 mL) was added to stirred solution of 60% NaH (3.53 g, 88.4 mmol) in THF (100 mL) at 0 C and the mixture was stirred for 30 min. A solution of 2-(4-(bromomethyl)phenyl)-l,l, l,3,3,3- hexafluoropropan-2-ol, 2 (18.4 g, 55.3 mmol) in THF (25 mL) was added and the mixture was slowly heated to 65 C overnight. The progress of the reaction was monitored by TLC (TLC system: 30 % EtO Ac/Pet ether, Rf value: 0.45). [00105] After completion of the reaction, the reaction mixture was poured into ice cold water and extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to afford crude product. The crude product was washed with pet ether followed by dichloromethane to afford 6- bromo- l-(4-(l,l, l,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)-3,4-dihydroquinolin-2(lH)-one, 14. LC/MS calc M+H 482, obs 482; lH NMR (400 MHz, DMSO-d6) delta: 8.65 (s, 1 H), 7.61 (d, 2 H, J = 8.4 Hz), 7.47 (d, 1 H, J= 2.0 Hz), 7.35-7.30 (m, 3 H), 6.85 (d, 1 H, J= 8.4 Hz), 5.17 (s, 2 H), 2.98 (t, 2 H, J= 6.8 Hz), 2.71 (m, 2 H).
According to the analysis of related databases, 3279-90-1, the application of this compound in the production field has become more and more popular.