Reference of 3416-57-7, These common heterocyclic compound, 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, 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.
(0337) A mixture of phthalimidoacetone (140.0 kg, 689.0 mol, 1.0 equiv.) and i-PrOAc (957 kg) is heated to 30-50 C. Bromine (110.1 kg, 689.0 mol, 1.0 equi.) is added to keep the inner temperature at 30-50 C. The reaction mixture is stirred for 6-14 h at 30-50 C. The reaction mixture is cooled to 15-25 C. and stirred at this temperature for 12-18 h. The reaction mixture is transferred to a second reaction vessel and rinsed with i-PrOAc (261 kg). The reaction mixture is heated to 60-70 C. and pre heated (50-70 C.) water (420 kg) is added to the reaction mixture to keep its inner temperature of 50-70 C. The reaction mixture is heated to 65-71 C. and stirred for 10 min at this temperature. The aqueous phase is separated from the organic phase at 65-71 C. Pre-heated (50-70 C.) water (420 kg) is added to the organic phase at 50-70 C. The biphasic mixture is heated to 65-71 C. and stirred for 10 min at this temperature. The aqueous phase is separated from the organic phase at 65-71 C. The organic phase is heated to 70-80 C. and solvent (980 L) is distilled off under vacuum at 70-85 C. The residual product solution is heated to 67-73 C. and seed crystals (200 g) are added. The thin product suspension is stirred at 67-73 C. for 30-120 min before it is cooled to -15 to -5 C. within 120 min and stirred at this temperature for 60-180 min and then filtered. The filter cake is washed with methyl cyclohexane (MCH) (354 kg) and the product is dried at about 60 C. under vacuum for about 2-3 h. The product 2-(4-bromo-3-oxobutyl)-1H-isoindole-1,3(2H)-dione (VI-j) is obtained as a white crystalline solid (153.7 kg, organic purity HPLC: 94.5 area %, yield: 75.3%).
Statistics shows that 2-(2-Oxopropyl)isoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 3416-57-7.
Reference:
Patent; Boehringer Ingelheim International GmbH; DANG, Mai Thi Quynh; HAMPEL, Thomas Armin; KOCH, Sandra; NORDSTROM, Fredrik Lars; REEVES, Jonathan Timothy; REICHEL, Carsten; SCHOERER, Marvin; STANGE, Christian; VOLCHKOV, Ivan N.; Zhong, Li; ZIMMERMANN, Uwe Johannes; (38 pag.)US2018/251427; (2018); A1;,
Indoline – Wikipedia,
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